The best deals on hotels near Chatham High School in Chatham, MA.

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Top 24 Hotels Near Chatham High School
425 Crowell Rd Chatham, MA 2650

Pleasant Bay Village Resort

1191 Orleans Road Chatham, Massachusetts

This quick drive to Chatham High School from Pleasant Bay Village Resort allows guests to feel more in control of their schedule in Chatham.

Pleasant Bay Village Resort often greets arrivals with curated interiors, boutique reception, and complimentary coffee or tea for a warm first impression. Rooms often feature curated décor, plush bedding, and artisanal furnishings that create a polished boutique-style orientation. Facilities often showcase locally inspired dining, cozy lounges, and co-working corners that emphasize boutique-style character.

A visit may feature complimentary Wi-Fi, self-serve markets, bike storage, and laundry service, supporting boutique practicality.

  Call (855) 235-0725 to book with an agent.
  2.2 miles from Chatham High School

Starting at

$203.99

per night

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Chatham Bars Inn

297 Shore Rd Chatham, Massachusetts

For a stay that requires a vehicle, Chatham Bars Inn is an easy drive from Chatham High School, making it a convenient automotive base.

At Chatham Bars Inn, arrivals may feature professional doorman presence, stylish interiors, and polished staff shaping a refined first impression. Accommodations may include elegant seating, plush bedding, and bathrooms finished with stone or marble to emphasize upscale appeal. Amenities typically present full-service dining, spa-style areas, and elegant lounges that reinforce a polished and upscale environment.

Guests may encounter elegant lounges, wellness facilities, valet parking, and Wi-Fi, reinforcing polished consistency during travel.

  Call (855) 233-7850 to book with an agent.
  2.3 miles from Chatham High School

Starting at

$630.99

per night

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Chatham Wayside Inn

512 Main St Chatham, Massachusetts

Because Chatham Wayside Inn is a quick drive from Chatham High School, guests can choose to get there quickly and without hassle.

Chatham Wayside Inn often highlights a sophisticated reception with elegant seating, concierge guidance, and courteous staff for an upscale welcome. Rooms often offer refined furnishings, premium bedding, and in-room coffee or tea machines that may contribute to a luxury impression. Shared spaces may showcase cocktail lounges, fine dining venues, and wellness facilities that emphasize a luxury-forward orientation.

A visit may include refined dining, spa lounges, EV stations, and Wi-Fi, supporting lifestyle flexibility within a luxury orientation.

  Call (855) 235-6136 to book with an agent.
  2.6 miles from Chatham High School

Starting at

$259.00

per night

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Wequassett Resort and Golf Club

2173 Head of the Bay Rd. Route 28 Harwich, Massachusetts

For travelers with a car-centric itinerary, Wequassett Resort and Golf Club is a short drive from Chatham High School, making it a smart anchor for exploring the area.

Arrivals at Wequassett Resort and Golf Club may include polished lobby details, professional staff, and complimentary infused water that frame a luxury entry. Guest rooms may feature polished interiors, upscale décor, and minibars that include refreshments designed for guest convenience. Property amenities often include polished lounges, stylish restaurants, and spa-inspired areas for a refined and comfortable stay.

Accommodations often offer premium bedding, spa-inspired areas, cocktail bars, and Wi-Fi, creating balance across work and leisure needs.

  Call (855) 235-0725 to book with an agent.
  3.4 miles from Chatham High School

Starting at

$412.99

per night

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Chatham Tides

394 Pleasant St South Chatham, Massachusetts

The hotel's spot a simple drive of Chatham High School gives Chatham Tides guests a direct way to manage their daily schedule.

Chatham Tides often highlights efficient check-in, readily available parking, and a compact lobby to keep arrival steps clear and simple. Guest rooms may feature plush bedding, blackout curtains, and Wi-Fi, ensuring rest and reliable connection for travelers during stays. Shared spaces often include modest lobbies, vending machines, and breakfast corners that help maintain clarity and comfort for travelers.

A stay often highlights Wi-Fi, vending access, modest breakfast, and guest laundries, reinforcing practical balance during daily travel.

  Call (855) 233-0132 to book with an agent.
  6.8 miles from Chatham High School

Starting at

$296.99

per night

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Skaket Beach Motel

203 Cranberry Hwy Orleans, Massachusetts

Chatham High School is a simple drive of Skaket Beach Motel, a detail that allows for a smooth and integrated daily plan.

Arrivals at Skaket Beach Motel may present modest desk service, direct parking, and vending corners that sustain clarity for budget travelers. Rooms may include microwaves, compact fridges, and Wi-Fi, sustaining straightforward support for budget-focused guest routines. Shared spaces may highlight modest lobbies, vending machines, and laundry access that sustain functional ease across short motel stays.

Guests may enjoy Wi-Fi, pet-friendly policies, vending machines, and parking, maintaining clear consistency throughout budget motel visits.

  Call (855) 236-8982 to book with an agent.
  9.0 miles from Chatham High School

Starting at

$136.99

per night

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Olde Tavern Motel & Inn

151 Cranberry Hwy Orleans, Massachusetts

The primary travel advantage of Olde Tavern Motel & Inn in Chatham is Chatham High School being within easy reach, ensuring a simple arrival.

Olde Tavern Motel & Inn often provides parking outside rooms, compact reception, and vending areas that maintain simple consistency for arrivals. Each guest room may feature double beds, modest bathrooms, and cable channels, reflecting functional focus across guest stays. Facilities often provide compact lobbies, vending machines, and modest seating that reinforce simple practicality during visits.

A stay may highlight Wi-Fi, vending access, modest coffee stations, and parking, sustaining functional ease for budget-conscious guests.

  Call (855) 235-6136 to book with an agent.
  9.3 miles from Chatham High School

Starting at

$93.19

per night

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Brewster Green Resort

203 Lund Farm Way Brewster, Massachusetts

When the day's drive in Chatham needs to be simple, Brewster Green Resort's location an easy drive from Chatham High School is a key benefit.

At Brewster Green Resort, arrivals may include a modest front desk, quick parking access, and self-serve coffee for a low-friction check-in. Accommodations often include hardwood accents, compact seating, and rainfall showers, giving guests a modern yet modest overnight setting. Facilities may provide guest laundries, vending access, and compact breakfast spaces that keep routines straightforward for each stay.

Accommodations may present Wi-Fi, continental breakfast, vending machines, and laundry support, helping sustain reliable routines daily.

  Call (855) 236-8982 to book with an agent.
  9.5 miles from Chatham High School

Starting at

$154.99

per night

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Rodeway Inn Orleans - Cape Cod

48 Cranberry Hwy Orleans, Massachusetts

The benefit of using Rodeway Inn Orleans - Cape Cod as a sensible base makes it into a smart choice before the drive to Chatham High School.

Lobby layouts at Rodeway Inn commonly include compact counters and snack vending nearby, combining check-in with grab-and-go ease. Standard guest rooms are equipped with Wi‑Fi, cable-ready TVs, and functional seating to support work, play, or pure downtime. Computer kiosks with internet are ideal for boarding passes, simple web browsing, or guests without smartphone access.

Common offerings include mini‑fridges, breakfast counters, public vending machines, in-room TVs, and pet-accommodating room options.

  Call (855) 234-5074 to book with an agent.
  10.2 miles from Chatham High School

Starting at

$105.00

per night

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The Villages at Ocean Edge

One Villages Drive Brewster, Massachusetts

Chatham High School is a simple commute from The Villages at Ocean Edge, a plan that ensures travel logistics are never a concern.

At The Villages at Ocean Edge, arrivals may feature cozy seating, eclectic décor, and staff offering friendly boutique-style attention to guests. Guest rooms may showcase eclectic furnishings, premium bedding, and curated minibars that reflect boutique guest character. Amenities may feature curated cocktail bars, artisanal cafés, and eclectic lounges that contribute to a creative boutique retreat.

Guests may encounter Wi-Fi, artisanal breakfast, laundry facilities, and yoga mats, ensuring consistency in boutique guest routines.

  Call (855) 235-6136 to book with an agent.
  10.5 miles from Chatham High School

Starting at

$169.99

per night

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The Mansion at Ocean Edge

2907 Main Street Brewster, Massachusetts

In the Chatham region, The Mansion at Ocean Edge offers a strategic location, acting as a convenient base for visiting Chatham High School.

The Mansion at Ocean Edge often greets arrivals with elegant lobby décor and concierge service, ensuring a polished and refined first impression. Accommodations typically provide spacious layouts, elegant décor, and spa-inspired bathrooms for a polished and sophisticated feel. Facilities may highlight elegant dining rooms, cocktail bars, and wellness spaces that support a sophisticated guest experience.

A stay may present wellness facilities, fine dining, valet support, and Wi-Fi, providing sophistication and convenience in one retreat.

  Call (855) 234-2997 to book with an agent.
  10.7 miles from Chatham High School

Starting at

$327.99

per night

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Charm on Main

2553 Main Street Brewster, Massachusetts

This practical role as a base makes Charm on Main a core hub for those visiting Chatham High School from out of town.

Guests at Charm on Main may encounter streamlined reception, vending services, and on-site parking aligned with routine travel needs. Rooms may highlight premium linens, curated décor, and climate control, creating a comfortable balance of style and rest for visitors. Public areas typically highlight breakfast rooms, vending areas, and seating zones that emphasize simplicity across travel routines.

A visit may offer Wi-Fi, modest breakfast, vending corners, and parking, creating consistent travel support for budget-conscious guests.

  Call (855) 234-7135 to book with an agent.
  10.7 miles from Chatham High School

Starting at

$326.99

per night

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Edgewater Beach Resort a VRI resort

95 Chase Avenue Dennis Port, Massachusetts

Guests at Edgewater Beach Resort a VRI resort can appreciate it as a sensible base, with Chatham High School an easy regional drive away.

Guests at Edgewater Beach Resort a VRI resort may encounter artisanal touches, boutique check-in, and complimentary refreshments upon arrival at the property. Accommodations typically provide unique décor, plush bedding, and boutique bathrooms for a personalized guest impression. Shared spaces often highlight small dining venues, curated art, and intimate seating areas that reflect boutique orientation.

A stay often presents complimentary Wi-Fi, laundry service, EV charging, and pet allowances, creating flexible boutique travel support.

  Call (855) 235-0725 to book with an agent.
  13.9 miles from Chatham High School

Starting at

$242.99

per night

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Bluebird Dennisport

426 Lower County Rd Dennis Port, Massachusetts

In Chatham, Bluebird Dennisport is situated as a practical base, which lets for simple daily travel.

Bluebird Dennisport often welcomes arrivals with locally inspired décor, warm greetings, and artisanal lobby details that frame a boutique stay. Rooms may include artisanal interiors, curated décor, and premium linens that underscore boutique-style sophistication. Facilities may present farm-to-table restaurants, cocktail bars, and artisanal lounges for a personalized boutique guest experience.

A stay may include complimentary Wi-Fi, laundry service, yoga mats, and boutique breakfast, sustaining guest routines with convenience.

  Call (855) 235-0725 to book with an agent.
  14.1 miles from Chatham High School

Starting at

$122.99

per night

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Jonathan Edwards Motel

393 Main St Dennis Port, Massachusetts

This convenient role as a base allows Jonathan Edwards Motel to be a peaceful yet connected hub before the easy drive to Chatham High School.

At Jonathan Edwards Motel, arrivals may highlight modest lobbies, exterior entries, and vending corners that support practical travel routines. Accommodations often highlight Wi-Fi, compact desks, and climate control, reinforcing simple routines for travelers in budget motels. Shared spaces typically include vending corners, guest laundries, and compact breakfast spaces that maintain reliable daily routines.

Accommodations often showcase Wi-Fi, vending machines, exterior parking, and guest laundry, creating practical balance during travel.

  Call (855) 233-0132 to book with an agent.
  14.6 miles from Chatham High School

Starting at

$106.99

per night

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Holiday Hill Inn & Suites

352 Main Street Dennis Port, Massachusetts

Chatham High School is a simple commute from Holiday Hill Inn & Suites, a layout that ensures the trip there is a pleasant part of the experience.

Holiday Hill Inn & Suites typically provides a practical desk, nearby parking, and a small seating area designed to support swift guest arrivals. Each guest room typically provides ergonomic seating, compact desks, and Wi-Fi, supporting productivity alongside guest comfort. Shared spaces may present modest lobbies, vending stations, and laundry rooms that reflect the consistent focus of budget hotels.

Guests may enjoy Wi-Fi, guest laundry, breakfast service, and vending access, reinforcing functional ease throughout each overnight stay.

  Call (855) 239-5277 to book with an agent.
  14.8 miles from Chatham High School

Starting at

$100.99

per night

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Kingfisher Oceanside

15 Sea St Dennis Port, Massachusetts

For a trip to the area, Kingfisher Oceanside's location as a practical base is a central part of its appeal to travelers.

Arrivals at Kingfisher Oceanside may feature a basic counter, vending machines, and accessible parking that keep the process direct and familiar. Guest rooms often feature plush bedding, climate control, and streaming access, allowing guests to rest while enjoying entertainment. Facilities often feature vending machines, breakfast corners, and compact business areas that support everyday productivity and ease.

A stay often features Wi-Fi, vending machines, compact breakfast areas, and laundry rooms, maintaining clarity for traveling visitors.

  Call (855) 235-0725 to book with an agent.
  15.1 miles from Chatham High School

Starting at

$186.99

per night

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Four Points by Sheraton Eastham Cape Cod

3800 State Hwy Eastham, Massachusetts

Chatham High School is within driving reach from Four Points by Sheraton Eastham Cape Cod, a convenience that allows for a smooth and integrated daily plan.

Sheraton highlights its Community Tables in redesigned lobbies, offering hubs where groups can regroup or work collaboratively. Each guest room includes streaming TVs, bedside outlets, and Wi-Fi, letting guests stay connected and entertained throughout stays. At the lobby lounge, Community Tables, modular seating, and curated décor create hubs where travelers can connect or work casually.

Guests benefit from Club Lounges, breakfast spreads, indoor pools, and fitness studios, combining productivity and relaxation daily.

  Call (855) 233-0132 to book with an agent.
  16.0 miles from Chatham High School

Starting at

$204.99

per night

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Sesuit Harbor House

1421 Main Street Dennis, Massachusetts

Upon leaving Sesuit Harbor House, Chatham High School is an easy regional drive, simplifying your visit.

Arrivals at Sesuit Harbor House may highlight eclectic design, boutique furnishings, and complimentary coffee or tea for newly arriving guests. Guest rooms often highlight stylish décor, curated minibars, and premium bedding that create a polished boutique guest retreat. Amenities typically provide stylish interiors, curated cafés, and intimate lounges that reinforce a polished boutique environment.

Accommodations often present Wi-Fi, bike rentals, self-serve markets, and laundry facilities, ensuring flexibility across boutique visits.

  Call (855) 233-0132 to book with an agent.
  17.5 miles from Chatham High School

Starting at

$267.99

per night

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Captains Quarters Motel & Conference Center

5000 State Highway / Route 6 Eastham, Massachusetts

When visiting the Chatham area, the drive from Captains Quarters Motel & Conference Center to Chatham High School is an easy regional drive, allowing for a simple return.

Guests at Captains Quarters Motel & Conference Center may find exterior parking, compact desk service, and vending machines that create reliable arrival experiences. Guest rooms may feature Wi-Fi, climate control, and compact bathrooms, sustaining reliable convenience for travelers during overnight stays. Facilities may showcase modest lobbies, vending machines, and laundry areas that emphasize no-frills travel support for guests.

Guests may encounter Wi-Fi, vending corners, compact coffee service, and parking, reinforcing simple daily consistency for travelers.

  Call (855) 235-0725 to book with an agent.
  17.9 miles from Chatham High School

Starting at

$79.99

per night

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Blue Rock Resort

39 Todd Rd South Yarmouth, Massachusetts

In the Chatham region, Blue Rock Resort's role as a sensible base lets guests move in a way that feels natural and easy.

Blue Rock Resort may provide arrivals with cozy reception spaces, artisanal décor, and warm staff greetings to create a boutique atmosphere. Accommodations may present eclectic design, artisanal furnishings, and boutique bathrooms that emphasize refined comfort. Shared spaces may include eclectic seating areas, curated cocktail bars, and locally inspired dining for boutique-style hospitality.

A visit may highlight complimentary Wi-Fi, artisanal breakfast, EV charging, and laundry service, supporting consistency for travelers.

  Call (855) 235-0725 to book with an agent.
  17.9 miles from Chatham High School

Starting at

$149.99

per night

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GuestLodge

221 Main Street West Dennis, Massachusetts

The primary advantage of GuestLodge as a base in Chatham is keeping Chatham High School a simple commute away.

GuestLodge often offers straightforward check-in, self-serve beverages, and on-site parking, helping arrivals stay simple and timely. Accommodations may include tasteful interiors, hardwood floors, and rainfall showers, reinforcing comfort in a practical guest setting. Shared spaces may include guest laundries, vending access, and breakfast rooms that help travelers manage daily routines effectively.

Accommodations may provide Wi-Fi, modest breakfast, parking, and vending access, sustaining reliable guest routines during daily travel.

  Call (855) 235-0725 to book with an agent.
  17.9 miles from Chatham High School

Starting at

$79.00

per night

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Lighthouse Inn

1 Lighthouse Inn Rd West Dennis, Massachusetts

From Lighthouse Inn, the low-effort regional drive to Chatham High School removes travel complications before the stay.

At Lighthouse Inn, guests are often welcomed with curated interiors, boutique-style check-in, and complimentary refreshments for comfort. Rooms typically offer curated décor, plush bedding, and artisanal details for a boutique-forward and polished guest experience. Facilities often highlight co-working areas, artisanal coffee shops, and cozy lounges that reflect boutique creativity and comfort.

Guests may enjoy Wi-Fi, yoga mats, laundry access, and pet-friendly policies, balancing boutique individuality with modern convenience.

  Call (855) 236-8982 to book with an agent.
  18.0 miles from Chatham High School

Starting at

$271.99

per night

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Viking Shores Motor Inn

5200 State Highway Rte 6 Eastham, Massachusetts

For travelers who value a sensible starting point, Viking Shores Motor Inn is a convenient base for reaching Chatham High School with ease.

Viking Shores Motor Inn typically features modest reception, vending access, and parking outside rooms that reinforce straightforward daily routines. Rooms often provide microwaves, compact fridges, and cable TV, reinforcing practical support for guests managing everyday travel needs. Public areas may provide compact seating, vending access, and modest lobbies that sustain straightforward consistency across stays.

A visit may include Wi-Fi, exterior parking, vending access, and guest laundry, sustaining straightforward balance across short visits.

  Call (855) 235-0725 to book with an agent.
  18.2 miles from Chatham High School

Starting at

$86.99

per night

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