The best deals on hotels near Chatham Skatepark in Chatham, MA.

Access unmatched hotel rates and frequent flash deals on rooms.

Save up to 70% when booking as a group. Select 9+ rooms to get started.

Top 24 Hotels Near Chatham Skatepark
32 Cherry St Chatham, MA 1930

Chatham Travelodge

598 NY 295 Old Chatham, New York

Chatham Skatepark is within easy reach of Chatham Travelodge, a detail that allows for a smooth and integrated daily plan.

Lobby décor at Travelodge emphasizes clean lines and bright finishes, providing clarity and consistency across all hotel visits. Suites include sofa seating, sofa beds, and expanded layouts, creating versatile areas for longer trips or larger traveling parties. Lobby seating zones featuring tables, bright lighting, and chairs create dependable regrouping spots and orientation clarity daily.

Free Wi-Fi, laundry, and breakfast buffets align with parking and vending, giving travelers clarity across both short and long trips.

  Call (855) 235-0725 to book with an agent.
  8.1 miles from Chatham Skatepark

Starting at

$115.99

per night

Read Reviews View Amenities View All Rooms

voco James Newbury Hudson Valley by IHG

60 South River St Coxsackie, New York

In the Chatham region, voco James Newbury Hudson Valley by IHG's role as a practical base lets guests move in a way that feels natural and easy.

A warm welcome for the whole family, including pets, makes the arrival at a voco hotel feel uniquely inclusive and accommodating. The in-room amenities for pets make the stay fun and comfortable for animal companions, ensuring they feel as welcome as their owners. The main restaurant and lobby bar is a vibrant social hub, buzzing with the energy of guests and locals in a beautifully designed setting.

With a concierge to plan activities, a spa for pampering, and a pool for relaxing, the entire family can enjoy the destination.

  Call (855) 235-6136 to book with an agent.
  15.2 miles from Chatham Skatepark

Starting at

$165.99

per night

Read Reviews View Amenities View All Rooms

Berkshire Travelodge

12703 Rte 22 Austerlitz, New York

This convenient location permits Berkshire Travelodge to provide a convenient yet peaceful setting before the easy drive to Chatham Skatepark.

Complimentary tea and coffee points at Travelodge lobbies help guests refresh easily, signaling care and dependability upon entry. Guest rooms present toiletries, towels, and modern showers, reinforcing clarity and consistent routines throughout guest stays. Business corners offering computers, Wi-Fi, and printing access help professionals manage essential tasks efficiently on the road.

Pet accommodations, breakfast dining, and Wi-Fi combine with pools and parking, reinforcing dependable balance for families daily.

  Call (855) 235-0725 to book with an agent.
  15.8 miles from Chatham Skatepark

Starting at

$74.99

per night

Read Reviews View Amenities View All Rooms

St. Charles Hotel

16 Park Place Hudson, New York

For a trip to the area, St. Charles Hotel's location as a practical base is a fundamental piece of its appeal.

St. Charles Hotel typically includes an easy check-in point, nearby parking stalls, and modest seating focused on utility over formality. Each guest room typically offers climate control, hardwood accents, and in-room coffee stations, adding convenience to daily guest routines. Facilities often feature vending machines, breakfast corners, and compact business areas that support everyday productivity and ease.

A visit may offer Wi-Fi, guest laundry, modest breakfast, and parking, creating reliable balance across budget-focused guest routines.

  Call (855) 236-8982 to book with an agent.
  16.7 miles from Chatham Skatepark

Starting at

$209.00

per night

Read Reviews View Amenities View All Rooms

Hudson Whaler

542 Warren St Hudson, New York

As a practical base, Hudson Whaler is a practical choice for those making the drive to Chatham Skatepark.

Arrivals at Hudson Whaler may present a simple reception, self-serve coffee, and accessible parking configured for routine travel. Guest rooms often feature tasteful interiors, plush bedding, and Wi-Fi, creating a reliable foundation for comfortable overnight stays. Shared spaces may include guest laundries, vending access, and breakfast rooms that help travelers manage daily routines effectively.

Guests may encounter Wi-Fi, vending access, guest laundry, and continental breakfast, reinforcing functional ease in budget settings.

  Call (855) 233-7850 to book with an agent.
  16.8 miles from Chatham Skatepark

Starting at

$231.99

per night

Read Reviews View Amenities View All Rooms

Hudson Mariner

26 Warren St Hudson, New York

This convenient function as a base is a central element for Hudson Mariner, because it ensures the stay is built on simplicity.

Hudson Mariner often welcomes arrivals with stylish furnishings, local artwork, and staff offering tailored check-in experiences. Rooms may highlight premium bedding, curated décor, and artisanal details for a boutique-style impression of comfort and design. Shared spaces often feature farm-to-table restaurants, artisanal cafés, and eclectic lounges that reflect boutique individuality.

A stay may highlight Wi-Fi, laundry service, family-friendly dining, and yoga mats, reinforcing consistency across boutique guest routines.

  Call (855) 233-7850 to book with an agent.
  17.1 miles from Chatham Skatepark

Starting at

$215.99

per night

Read Reviews View Amenities View All Rooms

The Amelia

339 Allen St Hudson, New York

This practical base helps The Amelia guests become grounded in the local Chatham area while keeping Chatham Skatepark accessible.

The Amelia often provides an uncomplicated desk experience, on-site parking, and a compact lobby aimed at keeping wait times low. Accommodations may include rainfall showers, hardwood floors, and compact layouts, reinforcing both practicality and simple comfort. Public areas often highlight modest lobbies, vending corners, and seating areas that reinforce straightforward guest experiences.

A stay often features Wi-Fi, coin-operated laundry, parking, and compact breakfast spaces, sustaining practical travel routines for guests.

  Call (855) 236-8982 to book with an agent.
  17.2 miles from Chatham Skatepark

Starting at

$454.99

per night

Read Reviews View Amenities View All Rooms

Hudson Navigator

251 Allen St Hudson, New York

Serving as a practical base, Hudson Navigator keeps Chatham Skatepark an easy regional drive away.

At Hudson Navigator, arrivals may feature efficient reception, vending options, and close parking that favor practical guest routines. Rooms may provide premium bedding, modest seating, and streaming access, giving guests consistent comfort and entertainment options. Facilities typically present compact breakfast rooms, guest laundries, and vending access that create balance for traveling visitors.

Accommodations may include Wi-Fi, vending areas, laundry facilities, and parking, helping maintain straightforward balance each day.

  Call (855) 234-5074 to book with an agent.
  17.2 miles from Chatham Skatepark

Starting at

$183.99

per night

Read Reviews View Amenities View All Rooms

The Wick Hudson, a Tribute Portfolio Hotel

41 Cross Street Hudson, New York

The hotel's spot as a practical base gives The Wick Hudson, a Tribute Portfolio Hotel guests a simple way to manage their regional schedule.

Tribute Portfolio greets travelers with fresh flowers, curated music, and open layouts, cues that signal attentiveness and consistency. Each guest room offers ergonomic desks, strong Wi-Fi, and bedside outlets, supporting productivity and convenience for professionals. The fitness studio offering bikes, resistance equipment, and mats ensures guests sustain healthy routines during every visit.

Guests benefit from outdoor pools, co-working hubs, breakfast service, and Wi-Fi, creating balance between productivity and relaxation.

  Call (855) 235-0725 to book with an agent.
  17.4 miles from Chatham Skatepark

Starting at

$238.99

per night

Read Reviews View Amenities View All Rooms

The Brooks Motel

2871 New York 23 Hillsdale, New York

Reaching Chatham Skatepark from The Brooks Motel is an easy regional drive, a feature that allows for a more flexible daily schedule.

At The Brooks Motel, arrivals may highlight modest lobbies, exterior entries, and vending corners that support practical travel routines. Rooms may include microwaves, compact fridges, and Wi-Fi, sustaining straightforward support for budget-focused guest routines. Public areas may highlight vending access, modest breakfast rooms, and laundry facilities that emphasize straightforward daily ease.

Guests may enjoy Wi-Fi, modest coffee service, vending machines, and parking, creating reliable consistency across short-term stays.

  Call (855) 239-4019 to book with an agent.
  18.4 miles from Chatham Skatepark

Starting at

$107.10

per night

Read Reviews View Amenities View All Rooms

Spark by Hilton West Coxsackie

12600 Rt 9W West Coxsackie, New York

The hotel's location is a practical hub, with Chatham Skatepark a simple commute, making trip logistics straightforward.

Guests visiting Hilton encounter polished marble floors, chandeliers, and bright finishes, producing reliable first impressions daily. Every suite offers lounge seating, dining tables, and entertainment systems, creating flexible spaces that balance leisure and work. The concierge counter with polished desks, signage, and attentive staff helps orient guests and ensure arrivals remain stress-free.

Guests enjoy Wi-Fi, on-site dining, fitness facilities, and laundry access, ensuring routines remain consistent across every trip.

  Call (855) 236-8982 to book with an agent.
  19.0 miles from Chatham Skatepark

Starting at

$136.99

per night

Read Reviews View Amenities View All Rooms

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

12740 State Route 9 W West Coxsackie, New York

Reaching Chatham Skatepark from Holiday Inn Express Hotel & Suites West Coxsackie by IHG is a direct drive, a feature that contributes to a well-planned and easy stay.

Lobby designs at Holiday Inn Express emphasize symmetry and bright lighting, easing orientation and providing dependable comfort. Guest rooms offer flat-screen HDTVs, sofa seating, and USB ports, combining entertainment ease with comfortable relaxation areas. Meeting spaces equipped with projection screens, tables, and breakout corners make it simple to conduct workshops and conferences.

Meeting spaces, breakfast dining, and Wi-Fi join with fitness centers and self-parking, giving travelers flexibility and dependability.

  Call (855) 235-6136 to book with an agent.
  19.1 miles from Chatham Skatepark

Starting at

$150.99

per night

Read Reviews View Amenities View All Rooms

Prospect Berkshires

50 Prospect Lake Rd Egremont, Massachusetts

For those making an easy regional drive, Prospect Berkshires is a practical base for accessing Chatham Skatepark and the surrounding area.

Arrivals at Prospect Berkshires may highlight relaxed lobby seating, artisanal coffee service, and design-forward décor details. Guest rooms typically offer stylish furnishings, curated minibars, and bathrooms with boutique finishes for a polished retreat. Facilities may showcase intimate bars, curated co-working corners, and design-forward lounges that emphasize boutique orientation.

Accommodations often feature complimentary Wi-Fi, self-serve markets, laundry access, and pet allowances, balancing routines with ease.

  Call (855) 233-7850 to book with an agent.
  20.2 miles from Chatham Skatepark

Starting at

$472.99

per night

Read Reviews View Amenities View All Rooms

Hampton Inn & Suites Albany-East Greenbush

25 Hampton Inn Drive East Greenbush, New York

This sensible location allows Hampton Inn & Suites Albany-East Greenbush to provide a convenient yet peaceful setting before the easy drive to Chatham Skatepark.

Hampton Inn starts each morning with its On the House breakfast buffet, giving guests dependable nourishment that begins the day with clarity. Each suite offers storage closets, luggage benches, and drawer units, providing guests practical solutions to stay organized on the road. Breakfast areas with pastries, cereals, and fresh coffee provide dependable structure, ensuring mornings start with clarity and ease.

Pet-friendly options, complimentary breakfast, Wi-Fi, indoor pools, and self-parking keep travel flexible and family-friendly.

  Call (855) 239-4019 to book with an agent.
  20.7 miles from Chatham Skatepark

Starting at

$139.99

per night

Read Reviews View Amenities View All Rooms

Little Cat Lodge

37 Catamount Rd Copake Falls, New York

For a visit where an easy drive is key, Little Cat Lodge is a sensible base, making travel a manageable part of the day.

Guests at Little Cat Lodge may encounter a no-nonsense front desk, modest lobby chairs, and parking access for stress-reduced arrivals. Each guest room often highlights hardwood accents, curated décor, and Wi-Fi, providing a polished yet straightforward overnight setting. Shared spaces may include vending areas, modest lobbies, and laundry rooms that provide reliable consistency throughout each stay.

A visit often provides Wi-Fi, continental breakfast, vending corners, and laundry access, ensuring consistent routines for travelers.

  Call (855) 233-0132 to book with an agent.
  20.7 miles from Chatham Skatepark

Starting at

$239.99

per night

Read Reviews View Amenities View All Rooms

Hilton Albany

40 Lodge Street Albany, New York

From Hilton Albany, the easy regional drive to Chatham Skatepark is a core principle of accessibility that defines the beginning of the stay.

Hilton provides complimentary beverage service in its lobbies, simple rituals that reflect consistency and support traveler comfort. Guest rooms highlight plush pillows, blackout drapes, and soft bedding, promoting restful comfort and refreshed mornings daily. Guests working in the business zone access Wi-Fi, outlets, and task lighting, balancing productivity with comfort during their stay.

With hot breakfast, EV charging, business centers, and outdoor pools, Hilton balances daily convenience with comfort and reliability.

  Call (855) 233-0132 to book with an agent.
  23.1 miles from Chatham Skatepark

Starting at

$270.99

per night

Read Reviews View Amenities View All Rooms

Apple Tree Inn

10 Richmond Mountain Rd Lenox, Massachusetts

The uncomplicated regional drive from Apple Tree Inn to Chatham Skatepark in Chatham guarantees guests have a reliable way to arrive without confusion.

Apple Tree Inn may provide boutique arrivals with personalized greetings, unique design elements, and complimentary local refreshments. Accommodations may feature unique décor, plush bedding, and curated amenities that reflect boutique hospitality and comfort. Amenities typically highlight eclectic interiors, small dining venues, and cocktail lounges that frame a boutique-style impression.

A visit may present Wi-Fi, artisanal breakfast, laundry support, and bike rentals, sustaining boutique practicality during travel.

  Call (855) 239-5277 to book with an agent.
  24.6 miles from Chatham Skatepark

Starting at

$204.99

per night

Read Reviews View Amenities View All Rooms

The Little Lion

506 Stockbridge Road Great Barrington, Massachusetts

For a visit where an easy drive is key, The Little Lion is a sensible base, making travel a manageable part of the day.

At The Little Lion, guests often find a warm reception, cozy seating areas, and curated décor reflecting the character of the property. Rooms often provide artisanal furnishings, curated décor, and boutique bathrooms that emphasize a creative guest orientation. Shared spaces may present curated cafés, cozy lounges, and art installations that emphasize a boutique-oriented guest environment.

Guests may encounter complimentary Wi-Fi, yoga mats, pet-friendly policies, and laundry facilities, aligning boutique ease with routines.

  Call (855) 239-5277 to book with an agent.
  24.9 miles from Chatham Skatepark

Starting at

$159.99

per night

Read Reviews View Amenities View All Rooms

Travelodge by Wyndham Great Barrington Berkshires

400 Stockbridge Rd Great Barrington, Massachusetts

For guests in the Chatham region, Travelodge by Wyndham Great Barrington Berkshires is a practical base, a location that makes for a hassle-free start to the day.

Communal zones in Travelodge lobbies feature chairs, tables, and bright lighting, creating hubs for casual connection and regrouping. Each guest room provides microwaves, fridges, and coffee stations, ensuring guests maintain everyday convenience without stress. Vending machines positioned near reception stock drinks, snacks, and packaged meals, providing clarity and convenience immediately.

Business corners, breakfast setups, and Wi-Fi pair with laundry and parking, simplifying routines for professionals on the road.

  Call (855) 233-0132 to book with an agent.
  25.0 miles from Chatham Skatepark

Starting at

$82.99

per night

Read Reviews View Amenities View All Rooms

The Red Lion Inn

30 Main Street Stockbridge, Massachusetts

For a trip to the area, The Red Lion Inn's location as a convenient base is a fundamental element of its practical charm.

The check-in process at a Red Lion hotel is designed to be quick and easy, with a focus on a warm, personal, and efficient welcome. The in-room mini-fridge offers a convenient place to store drinks and snacks, adding a layer of home-like comfort to the stay. The hotel bar is a great place to unwind after a day of meetings, offering a relaxed environment to socialize with colleagues.

With free parking, a business center, a free hot breakfast, and an indoor pool, guests experience a stay built on straightforward value.

  Call (855) 234-5074 to book with an agent.
  25.3 miles from Chatham Skatepark

Starting at

$203.99

per night

Read Reviews View Amenities View All Rooms

Quality Inn

372 Main Street Great Barrington, Massachusetts

The benefit of being a practical base makes Quality Inn into a great starting point for the drive to Chatham Skatepark.

With canopy access and direct curb pulls Quality Inn eases vehicle handoffs so guests step inside without long walks to the desk. Standard rooms feature blackout drapes, pillowtop mattresses, and quiet HVAC to support restorative sleep and steadier morning starts. Business support desks handle parcel acceptance, printing, and basic supplies, simplifying event logistics and last-minute materials on site.

Meeting rooms with basic AV and event parking enable small trainings and briefings to run on property without complex external vendor needs.

  Call (855) 235-6136 to book with an agent.
  25.5 miles from Chatham Skatepark

Starting at

$81.99

per night

Read Reviews View Amenities View All Rooms

Holiday Inn Express Hotel & Suites Great Barrington by IHG

415 Stockbridge Rd Great Barrington, Massachusetts

In Chatham, Holiday Inn Express Hotel & Suites Great Barrington by IHG provides a practical base, keeping Chatham Skatepark an easy regional drive away for guests.

Markets adjacent to reception at Holiday Inn Express supply food and beverages around the clock, supporting convenient travel routines. Each guest room includes ergonomic desks, strong Wi-Fi, and ample outlets, helping guests stay productive and connected easily. Breakfast dining areas filled with cereals, fruit, and hot dishes keep morning routines stress-free and clear for all types of travelers.

Free Wi-Fi, indoor pools, and fitness facilities combine with breakfast and laundry, covering both recreation and travel routines.

  Call (855) 239-4019 to book with an agent.
  25.5 miles from Chatham Skatepark

Starting at

$132.99

per night

Read Reviews View Amenities View All Rooms

Monument Mountain Motel

247 Stockbridge Rd Great Barrington, Massachusetts

For guests in the Chatham region, Monument Mountain Motel is a convenient base, a spot that makes for a graceful start to any day.

Guests at Monument Mountain Motel may find exterior parking, compact desk service, and vending machines that create reliable arrival experiences. Each guest room may feature double beds, modest bathrooms, and cable channels, reflecting functional focus across guest stays. Shared spaces often present compact lobbies, vending machines, and laundry areas that reinforce functional support for guest routines.

A visit may present Wi-Fi, guest laundry, vending access, and exterior parking, supporting functional clarity for budget-conscious guests.

  Call (855) 235-0725 to book with an agent.
  25.8 miles from Chatham Skatepark

Starting at

$95.00

per night

Read Reviews View Amenities View All Rooms

Fairfield Inn & Suites by Marriott Great Barrington Lenox / Berkshires

249 Stockbridge Rd Great Barrington, Massachusetts

From Fairfield Inn & Suites by Marriott Great Barrington Lenox / Berkshires, Chatham Skatepark is within driving reach, providing a reliable anchor for trips focused on the event.

With luggage benches, clear signage, and nearby seating, Fairfield Inn helps guests arrange bags, charge devices, and settle with minimal effort. Guest rooms are designed with ergonomic chairs, work surfaces, and complimentary Wi-Fi, providing continuity for professional productivity. Lobby seating zones feature couches, small tables, and natural light, creating relaxed orientation points for newly arrived travelers.

Complimentary Wi-Fi, hot breakfast, parking, and meeting spaces deliver practical services that simplify travel and maintain dependable support.

  Call (855) 235-0725 to book with an agent.
  25.8 miles from Chatham Skatepark

Starting at

$199.99

per night

Read Reviews View Amenities View All Rooms