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Top 24 Hotels Near Cheshire Fair
319 Monadnock Hwy E Swanzey, NH 3446
Courtyard by Marriott Keene Downtown
The hotel is a quick drive from Cheshire Fair, ensuring the trip speedy for guests.
Guests entering Courtyard encounter bold finishes, modular seating, and open layouts, details that produce modern and practical cues. Suites supply sofa seating, large TVs, and dining counters, creating flexible areas for casual meals, work, or family relaxation. At the business center, computers, Wi-Fi, and printers provide resources that support guest productivity without added stress.
Guests benefit from business hubs, fitness centers, pet-friendly rooms, and Wi-Fi, balancing productivity with reliable convenience.
Best Western Plus Keene Hotel
Cheshire Fair is a quick drive from Best Western Plus Keene Hotel, a convenience that allows for a smooth and integrated daily plan.
At the entrance, Best Western may provide automatic doors and canopy cover, smoothing curb-to-lobby movement when weather complicates timing. All guest rooms can provide ADA-aligned layouts where booked—grab bars or roll-in configurations—supporting accessible, confident stays. Breakfast areas organize hot items, cereals, fruit, and coffee stations, giving mornings structure so departures and plans start on clear footing.
From pet-friendly rooms, Wi-Fi, and breakfast to guest laundry, family trips feel inclusive while routines and gear stay under control.
Fairfield Inn & Suites by Marriott Keene Downtown
Upon leaving Fairfield Inn & Suites by Marriott Keene Downtown, Cheshire Fair is a quick drive, simplifying your visit from the start.
Upon arrival, Fairfield Inn directs guests to outlet-rich communal tables and tall counters, enabling quick device charges and planning. Suites integrate work desks, Wi-Fi access, and comfortable seating, ensuring guests maintain balance between work and leisure throughout visits. Breakfast sections present hot items, cereals, and baked goods with coffee, making mornings predictable and clear for guests of all ages.
Complimentary Wi-Fi, breakfast with fruit and pastries, a market pantry, and fitness centers combine to ensure predictable and convenient stays.
Hampton Inn & Suites Keene
For those traveling by car, Hampton Inn & Suites Keene is a quick drive from Cheshire Fair, ensuring a simple and predictable commute.
Lobby coffee service at Hampton Inn provides 24-hour refreshment, ensuring arrivals and late-night guests enjoy consistent comfort touches. All guest rooms include blackout curtains, plush linens, and quiet climate systems, producing restful environments for consistent sleep. Breakfast areas with hot buffets, cereal stations, and fresh fruit at Hampton Inn provide clarity, ensuring mornings start with dependable variety.
Fitness studios, complimentary Wi-Fi, hot breakfast bags, Pavilion Pantry counters, and indoor pools support dependable daily routines.
Keene Elm City Hotel an Ascend Collection Hotel
The benefit of a quick drive to Cheshire Fair renders Keene Elm City Hotel an Ascend Collection Hotel into a great hub before the main experience begins.
Keene Elm City Hotel an Ascend Collection Hotel often provides efficient check-in, modest lobby chairs, and nearby parking that reflect a focus on budget practicality. Each guest room may include hardwood finishes, compact seating, and rainfall showers, creating a practical yet stylish stay setting. Shared spaces typically provide modest lobbies, vending access, and laundry facilities that emphasize reliable travel routines daily.
Accommodations may present Wi-Fi, vending machines, compact breakfast spaces, and laundry facilities, supporting consistent daily ease.
Holiday Inn Express Keene an IHG Hotel
The hotel's spot an easy drive from Cheshire Fair gives Holiday Inn Express Keene an IHG Hotel guests a direct way to start their day.
Holiday Inn Express reception areas are positioned in full view, making orientation clear for both first-time and returning guests. Each guest room offers ergonomic desks, supportive chairs, and Wi-Fi, ensuring professionals can keep up with tasks effectively. Pools with indoor lanes, loungers, and towel service create leisure areas where families and solo travelers can recharge together.
Complimentary breakfast, pet accommodations, and Wi-Fi combine with laundry and parking, keeping family travel smooth and simple.
Days Inn by Wyndham Keene NH
In E Swanzey, Days Inn by Wyndham Keene NH provides a location that keeps Cheshire Fair a simple drive, letting the stay begin on a positive note.
Wayfinding at Days Inn puts elevator ranges, exits, and amenity icons in one sightline, reducing hesitation as newcomers orient. Guest rooms group a mini-fridge, microwave, and coffeemaker so light meals and first cups happen on schedule without leaving the floor. Patio seating frames durable tables, wind screens, and lighting, offering a comfortable outdoor option within steps of the lobby.
Between vending banks, ice, and a microwave plus Wi-Fi and lobby seating, warm snacks and short pauses fit neatly into tight schedules.
Inn at Valley Farms
For guests in the E Swanzey region, Inn at Valley Farms is a sensible base, a position that makes for an unhurried start to the day.
At Inn at Valley Farms, arrivals may highlight a no-frills reception, vending access, and convenient parking for everyday guest routines. Guest rooms typically offer plush bedding, blackout curtains, and climate control, helping ensure rest and privacy during each stay. Facilities may include vending machines, compact seating, and breakfast corners that reinforce straightforward experiences for guests.
A visit may highlight Wi-Fi, modest breakfast, vending access, and parking, reinforcing clear and functional travel routines daily.
The Putney Inn
This practical location allows The Putney Inn to serve as a calm starting point before the easy regional drive to Cheshire Fair.
Guests at The Putney Inn may encounter fast desk service, simple seating, and on-site parking arranged for practical guest arrivals. Accommodations may include Wi-Fi, ergonomic chairs, and compact desks, supporting both productivity and comfort while traveling. Public areas often highlight guest laundries, vending corners, and modest lobbies that help guests maintain consistency during travel.
Guests may enjoy Wi-Fi, guest laundry, breakfast areas, and vending corners, sustaining reliable convenience throughout budget-friendly stays.
Riverside Hotel an Ascend Collection Hotel
Reaching Cheshire Fair from Riverside Hotel an Ascend Collection Hotel is an easy regional drive, a feature that weaves simplicity into the guest's daily routine.
Riverside Hotel an Ascend Collection Hotel typically includes an efficient counter, self-serve coffee, and nearby parking stalls to support reliable travel flow. Rooms may highlight tasteful interiors, rainfall showers, and hardwood accents, reinforcing a modern yet approachable environment. Shared spaces may feature breakfast rooms, vending access, and compact business corners that support both clarity and productivity.
A stay may include Wi-Fi, guest laundry, modest breakfast, and vending access, helping sustain straightforward routines across visits.
Quality Inn & Conference Center
In the E Swanzey region, Quality Inn & Conference Center's role as a convenient base lets guests move with a sense of freedom.
Quality Inn arrival signs and staff presence help guests identify parking, elevators, and breakfast areas quickly, reducing needless backtracking. Every guest room provides a secure laptop-size safe and discreet storage niches so valuables stay tucked away while guests explore locally. Meeting rooms feature modular seating, AV hookups, and catering options so briefings and small events proceed smoothly and on time.
Amenities that combine Wi-Fi, breakfast, fitness, and meeting space help travel routines feel cohesive and efficient day after day.
Hampton Inn Brattleboro
The benefit of being a convenient base turns Hampton Inn Brattleboro into a great starting point for the drive to Cheshire Fair.
Infused water stations placed inside Hampton Inn lobbies highlight thoughtful details, letting guests refresh immediately upon arrival. Guest rooms provide ergonomic desks, Wi-Fi, and task lighting, giving business travelers supportive setups to maintain focus on tasks. Fitness centers with treadmills, ellipticals, and free weights help guests maintain wellness routines, supporting energy and balance daily.
Complimentary internet, pet services, breakfast buffets, EV charging, and business spaces create flexible amenities for modern guests.
Travelodge by Wyndham Brattleboro VT
Within the region, Travelodge by Wyndham Brattleboro VT serves as a sensible base, a fact that offers a simple way to get to Cheshire Fair.
Communal seating in Travelodge lobbies encourages social connection while providing travelers with practical orientation points. Suites add sofa beds, lounge areas, and televisions, giving groups and families flexibility and comfort throughout longer stays. Vending setups adjacent to reception offer snacks, drinks, and essentials, giving guests dependable access upon arrival each day.
Business centers, free Wi-Fi, and breakfast dining pair with parking and laundry, supporting balance between work and leisure needs.
Comfort Inn & Suites Brattleboro I-91
Cheshire Fair is a simple commute from Comfort Inn & Suites Brattleboro I-91, a convenience that allows for confident and easy journeys.
Comfort Inn arrival areas often include vending or café taps near the desk so late arrivals access snacks and drinks without leaving the lobby. Guest rooms combine quiet HVAC, sealed windows, and layered curtains to limit city noise and bright mornings, supporting reliable sleep cycles. Lobby seating zones place charging ports and small tables so companions can plan routes or check itineraries while waiting at the desk.
Between meeting suites, reliable Wi-Fi, AV support, catering, and event parking, small conferences run smoothly without extra stops.
The Covered Bridge Inn
The uncomplicated regional drive from The Covered Bridge Inn to Cheshire Fair in E Swanzey guarantees guests have a reliable way to arrive without confusion.
Arrivals at The Covered Bridge Inn may feature modest lobby furnishings, complimentary parking, and vending services for budget-friendly arrivals. Each guest room often features premium linens, modest seating, and climate control, giving travelers a comfortable overnight routine. Facilities typically present vending stations, guest laundries, and modest lobbies that create a functional base for everyday travel.
Accommodations often highlight Wi-Fi, breakfast counters, vending machines, and laundry rooms, reinforcing daily clarity for travelers.
Comfort Inn & Suites Brattleboro I-91
For guests in the E Swanzey region, Comfort Inn & Suites Brattleboro I-91 is a sensible base, a position that makes for a hassle-free start to the day.
After stepping inside Comfort Inn the lobby layout typically reveals elevators placed off the main circulation to reduce counter bottlenecks. Guest rooms pair supportive mattresses, blackout curtains, and adjustable climate controls, promoting restorative sleep after travel and events. Business centers provide reliable Wi-Fi, printing, and basics like paper and staplers, enabling efficient prep for presentations or documents.
For families, pools, free breakfast, mini-fridges, laundry service, and accessible parking keep mornings moving and energy steady.
Riverhouse by Weekender (Formerly Jack Daniels Inn)
From Riverhouse by Weekender (Formerly Jack Daniels Inn), Cheshire Fair is an easy regional drive, a benefit that simplifies the logistics of the entire visit.
Riverhouse by Weekender (Formerly Jack Daniels Inn) often highlights compact front-desk setups, parking close to entry points, and vending machines to support quick check-in. Guest rooms may include in-room coffee, curated décor, and plush bedding, providing consistent comfort and convenience for guests. Shared spaces may include vending areas, modest breakfast rooms, and guest laundries that reinforce simple travel routines for visitors.
A visit may feature Wi-Fi, laundry access, continental breakfast, and parking, reflecting the consistent focus of budget accommodations.
Black Mountain Inn
This practical function as a base is a key feature of Black Mountain Inn, as it makes the stay both simple and enjoyable.
At Black Mountain Inn, arrivals may present straightforward reception, basic lobby seating, and nearby parking aimed at travel consistency. Accommodations often highlight compact layouts, hardwood accents, and rainfall showers, creating a stylish yet straightforward experience. Facilities often present compact lobbies, vending stations, and laundry spaces that help maintain clarity and practicality for guests.
Guests may encounter Wi-Fi, compact breakfast areas, vending corners, and laundry support, supporting clear routines during each stay.
Colonial Motel & Spa
Reaching Cheshire Fair from Colonial Motel & Spa is a direct drive, a feature that contributes to a well-planned and easy stay.
At Colonial Motel & Spa, arrivals may include modest desk service, vending access, and exterior parking that support daily guest practicality. Each guest room typically highlights modest bedding, Wi-Fi, and cable access, creating straightforward comfort across short visits. Shared spaces typically include breakfast rooms, vending access, and compact lobbies that reinforce straightforward clarity for guests.
Accommodations often present Wi-Fi, vending machines, ice dispensers, and parking, sustaining practical balance across overnight visits.
Latchis Hotel
From Latchis Hotel, the easy regional drive to Cheshire Fair is a core principle of accessibility that defines the beginning of the stay.
Guests at Latchis Hotel may encounter efficient desk service, vending access, and on-site parking that emphasize predictable arrivals. Rooms typically provide blackout curtains, climate control, and plush bedding, maintaining both rest and privacy for travelers overnight. Public areas typically feature breakfast corners, vending access, and modest seating that support everyday consistency during travel.
A stay often presents Wi-Fi, modest breakfast, vending machines, and laundry facilities, maintaining practical convenience for guests.
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Within the region, Holiday Inn Express Hotel & Suites Brattleboro by IHG is a sensible base, a detail that delivers a sense of connection to Cheshire Fair.
Soft seating in Holiday Inn Express lobbies offers travelers comfort and decompression while companions complete check-in formalities. All guest rooms feature plush mattresses, blackout drapes, and quiet HVAC systems, promoting restorative sleep for all travelers. Lobby seating zones arranged with lounge chairs, tables, and bright lighting offer regrouping areas and orientation clarity for guests.
Business centers, breakfast dining, and Wi-Fi pair with fitness and indoor pools, creating balanced routines for every guest.
Econo Lodge Brattleboro
Guests at Econo Lodge Brattleboro can depend on it as a convenient base for the easy regional drive to Cheshire Fair.
At some Econo hotels, mobile check-in via the Choice app shortens desk time for eligible reservations so arrivals can head upstairs faster when rooms are ready. Guest rooms pair premium linens, a generous desk, a microwave and multiple outlets so device charging and rest happen without fuss. Business centers supply computers, a print/scan station and a small desk area so last-minute boarding passes and documents are handled onsite.
Free Wi-Fi, hot breakfast, meeting rooms, a fitness center at select properties, guest laundry and vending help routines and travel stay simple.
Vikings Villages Resort
As a practical base, Vikings Villages Resort keeps Cheshire Fair accessible for a simple commute, enhancing the stay.
Vikings Villages Resort typically offers practical front desk help, complimentary parking, and compact lobby space that supports budget arrivals. Each guest room may feature ergonomic seating, Wi-Fi, and compact desks, ensuring balance between productivity and relaxation needs. Shared spaces may highlight vending machines, coin-operated laundries, and compact lobbies that emphasize straightforward guest use.
Accommodations may include Wi-Fi, guest laundry, breakfast spaces, and parking, helping visitors sustain reliable balance across trips.
Blue Bear Inn
This practical role as a base permits Blue Bear Inn to be a convenient anchor before the easy regional drive to Cheshire Fair.
Guests at Blue Bear Inn typically encounter polished reception areas, attentive luggage service, and refined décor for a luxury-oriented arrival. Accommodations may present polished interiors, plush bedding, and minibars stocked with selections that add convenience to the guest stay. Shared spaces may feature elegant cocktail bars, refined dining venues, and spa-style areas that support a sophisticated guest stay.
A stay often presents wellness areas, fine dining, valet parking, and Wi-Fi, offering consistency and balance for sophisticated travel.
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Cheshire Fair Local Area Guide
The Cheshire Fairgrounds in East Swanzey, New Hampshire, is a dynamic hub for agricultural, community, and entertainment events. This guide is designed to help attendees, participants, and families navigate the grounds and surrounding area, ensuring a well-planned and enjoyable visit. Discover key information on arrival, local attractions, dining options, and essential services to make your trip to the fair seamless from start to finish.
Area contextNeighborhood Overview – Cheshire Fair (E Swanzey, NH)
Nestled in the scenic Monadnock Region of southwestern New Hampshire, the Cheshire Fairgrounds are situated along the Monadnock Highway (Route 101) in East Swanzey. This location offers a blend of rural charm and convenient access to larger population centers. Major access routes include Route 101, which connects to Route 9 and the Keene bypass, and Interstate 91 to the west, providing links to Vermont and Massachusetts. The nearest major airport is Manchester-Boston Regional Airport (MHT), approximately a 45-minute to 1-hour drive away, depending on traffic. Boston Logan International Airport (BOS) is a longer but viable option, typically 1.5 to 2 hours away. Traffic can be moderate on Route 101, especially during peak event times or standard commute hours, but generally flows well outside of these windows. Arriving early is always recommended during major fair days to secure preferred parking and avoid congestion at the main entrance. Rideshare services may have limited availability directly at the venue, so confirming pickup locations and wait times in advance is wise.
Lodging contextWhere to Stay Near Cheshire Fair
The Cheshire Fairgrounds are located in a more spread-out, rural setting, meaning hotel accommodations are not immediately adjacent to the venue itself. The closest clusters of hotels can be found in nearby Keene, a 15-20 minute drive north, offering a range of standard hotel chains and motels. For those seeking more unique stays, consider options in Brattleboro, Vermont, to the west, or Amherst, Massachusetts, further south, though these extend driving times. Many visitors opt for the convenience of Keene for its amenities and proximity. Demand for lodging spikes significantly during the annual Cheshire Fair and other large-scale events, making early booking essential. Utilizing map filters for hotels within a 15-20 mile radius of East Swanzey will help identify suitable options. Flexibility with travel dates, if possible, can sometimes yield better rates, especially if your visit falls just before or after a major event.
View nearby hotels Quick Plan EssentialsQuick-Plan Overview
- Manchester-Boston Regional Airport (MHT) is about a 50-minute drive away.
- Arrive before 10 AM on peak fair days to secure good parking spots.
- Explore downtown Keene for shops, restaurants, and local atmosphere.
- Consider indoor activities in Keene if inclement weather affects outdoor plans.
- The main fairgrounds concourse offers diverse food and gathering areas.
Event Day Flow
Arrival & Pre-Event
Plan to arrive at the Cheshire Fairgrounds well before the main attractions begin, especially on weekends or during the annual fair. Gates typically open early, allowing ample time to find parking, purchase admission tickets, and get oriented. Familiarize yourself with the fair map upon entry to locate key areas like exhibition halls, food vendors, and performance stages. This initial exploration period is ideal for grabbing a coffee or light snack before the crowds build, helping you set a relaxed pace for your visit. Consider checking the day's schedule in advance to prioritize must-see events or exhibits.
During the Event
Once inside, navigate the fairgrounds according to your interests. If attending with family, designate a meeting point in case anyone gets separated. Take advantage of the various seating areas and shaded spots scattered throughout the grounds for resting. Midway through your visit, it's a good time to enjoy a more substantial meal from the diverse food offerings, perhaps finding a picnic table away from the busiest thoroughfares. Keep an eye on the event schedule for performances or demonstrations that may be drawing large crowds, and adjust your movements accordingly to enjoy them without being overwhelmed.
Post-Event & Departure
As your visit winds down, consider purchasing any desired souvenirs or local crafts before heading out. Allow extra time for departure, as parking lots and exit routes can become congested immediately following popular events or fireworks displays. If you enjoyed a specific performance, linger a bit longer to allow some of the initial rush to dissipate. For a smoother exit, consider a late departure if your schedule allows, or explore a final food vendor before joining the flow of traffic. A mindful exit strategy can prevent frustration and ensure your day concludes on a positive note.
Things to Do Near Cheshire Fair
Walkable
Cheshire Fairgrounds
The Cheshire Fairgrounds are the primary destination, hosting a wide array of events throughout the year. Beyond the annual summer fair, this venue features antique shows, craft fairs, agricultural displays, and motorsports. Visitors can explore exhibits showcasing local produce, livestock, and crafts, or enjoy live music and entertainment. The grounds offer plenty of open space for walking and picnicking, with various food vendors typically on-site during events. Check their official schedule for specific dates and types of events to plan your visit accordingly.
319 Monadnock Hwy, E Swanzey · On siteSwanzey Lake Recreation Area
Just a short drive from the fairgrounds, Swanzey Lake offers a natural escape with opportunities for outdoor recreation. The area includes a beach for swimming during warmer months, picnic facilities, and walking trails around the lake. It's a peaceful spot for families or individuals looking to enjoy nature, go for a leisurely stroll, or simply relax by the water. The scenic beauty of the lake provides a tranquil contrast to the bustling atmosphere of the fairgrounds, making it a nice complementary stop.
Swanzey Lake Rd, Swanzey · 2.1 mi5–15 Minutes Away
Keene Downtown
The heart of Keene, located just north of East Swanzey, offers a vibrant downtown area filled with unique shops, boutiques, cafes, and restaurants. Stroll along Main Street to discover local businesses, art galleries, and public art installations. The Colonial Theatre hosts a variety of performances, from live music to theatrical productions, offering evening entertainment options. Keene also features several parks, including the expansive Cheshire Medical Center Campus Park, providing green spaces for relaxation and recreation.
Main Street, Keene · 7.8 miG.D. Richardson Railroad Museum
For train enthusiasts and history buffs, the G.D. Richardson Railroad Museum in Keene offers a fascinating glimpse into the region's railway heritage. The museum showcases a collection of historic railroad equipment, artifacts, and photographs. Visitors can learn about the impact of railroads on local development and explore restored engines and cars. It's an engaging indoor activity, particularly suitable for families, providing an educational and interactive experience about a significant part of American industrial history.
289 Marlboro St, Keene · 8.5 miBeyond the Event: The Monadnock Region boasts numerous other attractions, including hiking trails, historical sites, and charming small towns. Consider exploring nearby towns like Walpole or Keene for antique shops and farmers' markets. For those interested in further outdoor activities, Mount Monadnock itself is a prominent hiking destination within driving distance. The region is rich in natural beauty and local history, offering diverse experiences beyond the immediate vicinity of the fairgrounds.
Dining & nightlifeFood & Drink Near Cheshire Fair
Inside & Adjacent
Fairground Food Vendors
During events, the Cheshire Fairgrounds are a culinary destination in themselves, featuring a wide array of food vendors. Visitors can sample classic fairground fare like fried dough, funnel cakes, and corn dogs, alongside more diverse options such as BBQ, ethnic foods, and fresh lemonade. These vendors offer a convenient and festive dining experience directly within the event grounds. Seating is often available in designated picnic areas, allowing for a casual and enjoyable meal amidst the fair's atmosphere.
319 Monadnock Hwy, E Swanzey · On siteMonadnock Highway Gas & Grill
Located just across the street from the fairgrounds, this local spot provides convenient and casual dining options. It's a straightforward choice for breakfast, lunch, or a quick bite, offering standard diner fare and quick-service meals. This is a practical option for grabbing a bite before or after a fair event without venturing far. The relaxed atmosphere makes it suitable for individuals or small groups looking for no-fuss food and drinks.
307 Monadnock Hwy, E Swanzey · 0.1 miNearby Gathering Spots
Applebee's Grill + Bar
A reliable chain restaurant option, Applebee's offers a familiar menu of American comfort food and drinks in a casual setting. Located in Keene, it's a convenient stop for families or groups seeking a consistent dining experience after visiting the fair or exploring the town. The restaurant features a full bar, making it suitable for unwinding with a drink. Standard lunch and dinner hours make it accessible throughout the day.
444 Winchester St, Keene · 7.5 miFiddleheads
Situated in downtown Keene, Fiddleheads is a popular choice known for its fresh, seasonal cuisine and farm-to-table approach. This restaurant emphasizes locally sourced ingredients, offering a diverse menu that often includes vegetarian and vegan options. It provides a more refined dining experience compared to casual spots, making it ideal for those seeking quality dishes in a pleasant atmosphere. Reservations are recommended, especially during peak dining hours.
16 Main St, Keene · 7.7 miLocal & Elevated Picks
The Stage Restaurant & Bar
The Stage is a cornerstone of Keene's dining scene, offering a blend of creative American cuisine, seafood, and steaks in a lively setting. With a focus on quality ingredients and presentation, it caters to a discerning palate. The restaurant features a well-stocked bar with craft cocktails and a good wine selection. It's an excellent spot for a celebratory meal or a sophisticated evening out, located conveniently within Keene's downtown area.
318 Main St, Keene · 7.8 miHannah's
Hannah's in Keene provides a cozy and intimate dining experience with a menu that highlights seasonal specials and classic comfort dishes. Known for its friendly service and appealing ambiance, it's a local favorite for both casual lunches and more formal dinners. They often feature local produce and offer a thoughtful selection of wines and craft beers. This spot is perfect for experiencing the local culinary flavor of the Monadnock Region.
40 Main St, Keene · 7.7 miLocal Tips & Year-Round Info
- Fair traffic on Route 101 can cause delays; consider alternate routes or travel times outside peak hours.
- Keene's downtown can get busy on Saturday mornings with the farmer's market and shoppers.
- Rural New Hampshire can have spotty cell service; download offline maps if navigating extensively.
- Many local establishments, especially outside Keene, may have limited evening hours on weekdays.
- Be prepared for New England weather; layers are often key, even in summer for cooler evenings.
Weather & Seasons at Cheshire Fair
- Winter: Winter in East Swanzey is cold, with average temperatures often below freezing. Snowfall is common, transforming the landscape into a winter wonderland but potentially impacting travel. Visitors should pack heavy, insulated clothing, including coats, hats, gloves, and waterproof boots. Outdoor event access can be limited, and driving conditions require caution, especially on rural roads. Indoor events at the fairgrounds or in nearby Keene are more common during this season.
- Spring & early summer: Spring brings milder temperatures, with highs gradually increasing into the 50s and 60s Fahrenheit. While generally pleasant, expect variable weather with rain showers and cooler days, especially in April and May. Layering clothing is advisable, with a light jacket or sweater recommended for evenings. Outdoor activities become more feasible, and the grounds begin to host spring festivals and markets. Be prepared for damp conditions and occasional chilly breezes.
- Mid-summer: July and August are the warmest months, with average daily temperatures in the 70s and 80s Fahrenheit, sometimes reaching into the 90s. Sunny days are frequent, ideal for the annual Cheshire Fair. Lightweight, breathable clothing is essential. Sunscreen, hats, and sunglasses are crucial for daytime events. Staying hydrated is important, and evening temperatures can still cool down, making a light layer useful for outdoor concerts or late-night activities.
- Fall season: Autumn offers crisp air and comfortable temperatures, typically ranging from the 50s to 70s Fahrenheit in September and October. This season is beautiful with fall foliage. Pack layers including sweaters and light jackets, as mornings and evenings can be quite cool. Outdoor events are still enjoyable, but rain is possible, so waterproof outerwear is a good idea. The season often features harvest festivals and craft fairs, taking advantage of the pleasant weather.
- Rain & snow: Rain is possible year-round, with spring and fall often bringing the most precipitation. Snowfall is typical from late November through March. Be prepared for wet conditions by packing umbrellas and waterproof footwear. If snow is present, road conditions can become challenging, especially on less-traveled routes, so check local forecasts and road advisories before traveling. Indoor venues and flexible schedules are a good backup for inclement weather days.
Venue Facts & Trip Essentials
Venue facts
- Primary entity: Cheshire Fairgrounds
- Neighborhood: East Swanzey, NH
- Nearest airport: Manchester-Boston Regional Airport (MHT)
- Parking: On-site lots, fee may apply during events
- Walkable district: Limited outside of event grounds
Trip essentials
- Groceries & supplies: Hannaford Supermarket in Keene
- Pharmacy: CVS Pharmacy in Keene
- Urgent care: Cheshire Medical Center, Keene
- Downtime: Swanzey Lake Recreation Area, Keene parks
- Pro tip: Check the official Cheshire Fair website for event schedules and parking information.

