Explore beach hotels in Chatham, MA from $286

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Top Chatham Beach Resorts & Hotels

The Chatham Motel
Great for beach vacations

The Chatham Motel

1487 Main Street Chatham MA
A seasonal outdoor pool, free self parking, and free newspapers are featured at this motel. WiFi in public areas is free. A garden, a picnic area, and express ...
9.2/10 Wonderful! (635 reviews)

Travelers like: close to beach, outdoor pool

Travelers say...
"Its very clean and the staff is nice. Its quiet place and the parking is by your front door i like that its easy to unload and load your stuff. I will definetly going back too stay again.."

Reviewed on Aug 3, 2026

Opens in a new windowThe Chatham Motel
Chatham Wayside Inn
Great for beach vacations

Chatham Wayside Inn

512 Main St Chatham MA
$434 nightly
The price is $497 total per night from Aug 31 to Sep 1
$497 total
Aug 31 - Sep 1
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking. A ...
9.2/10 Wonderful! (718 reviews)

Travelers like: close to beach, outdoor pool

Travelers say...
"Spacious room, lovely pool, clean, great location (heart of downtown)"

Reviewed on Aug 12, 2026

Opens in a new windowChatham Wayside Inn
Greyfinch Chatham Inn
Great for beach vacations

Greyfinch Chatham Inn

946 Main Street (Rte 28) Chatham MA
$256 nightly
The price is $293 total per night from Sep 1 to Sep 2
$293 total
Sep 1 - Sep 2
Total with taxes and fees
A seasonal outdoor pool is featured at this motel, along with free self parking. WiFi in public areas is free. A picnic area and luggage storage are also ...
8.8/10 Excellent! (279 reviews)

Travelers like: close to beach, outdoor pool

Travelers say...
"The property was nice and clean. Ideal for a short stay for our family. The staff was very friendly and responsive."

Reviewed on Aug 12, 2026

Opens in a new windowGreyfinch Chatham Inn
Surfside Inn Chatham
Great for beach vacations

Surfside Inn Chatham

25 Holway St Chatham MA
Fully refundableReserve now, pay when you stay
$250 nightly
The price is $286 total per night from Sep 8 to Sep 9
$286 total
Sep 8 - Sep 9
Total with taxes and fees
This bed & breakfast features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. A terrace, ...
8.2/10 Very Good! (168 reviews)

Travelers like: close to beach, beach umbrellas, beach towels

Travelers say...
"Great property great staff. Can not speak for renovated rooms but older unrenovated “rustic” rooms are a bit small but well priced for the area and room size. Floor in hallway was very slanted. Water was either burning hot or freezing cold. amenities were thoughtful but implemented oddly. Bed was ..."

Reviewed on Jul 28, 2026

Opens in a new windowSurfside Inn Chatham
The Hawthorne
Great for beach vacations

The Hawthorne

196 Shore Rd Chatham MA
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A business center, a terrace, and a garden are also on offer.

Travelers like: on the beach, sun loungers, beach towels

Opens in a new windowThe Hawthorne
Chatham Bars Inn
Great for beach vacations

Chatham Bars Inn

297 Shore Rd Chatham MA
$578 nightly
The price is $662 total per night from Sep 14 to Sep 15
$662 total
Sep 14 - Sep 15
Total with taxes and fees
A private beach, a full-service spa, and 3 outdoor tennis courts are all featured at this luxury resort. Relax with beach cabanas and sun loungers, and cool ...
Opens in a new windowChatham Bars Inn
Old Harbor Inn
Great for beach vacations

Old Harbor Inn

22 Old Harbor Rd. Chatham MA
$519 nightly
The price is $594 total per night from Sep 7 to Sep 8
$594 total
Sep 7 - Sep 8
Total with taxes and fees
A gym, free self parking, and laundry facilities are featured at this bed & breakfast. Guests will appreciate free perks like buffet breakfast and WiFi in public ...
Opens in a new windowOld Harbor Inn
Queen Anne Inn
Great for beach vacations

Queen Anne Inn

70 Queen Anne Rd Chatham MA
This hotel features a gym and a seasonal outdoor pool. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, a lobby fireplace, ...

Travelers like: close to beach, outdoor pool

Opens in a new windowQueen Anne Inn
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Beach Hotels where Kids Stay FREE

Surfside Inn Chatham

Surfside Inn Chatham

25 Holway St Chatham MA
$250 nightly
The price is $286 total per night from Sep 8 to Sep 9
$286 total
Sep 8 - Sep 9
Total with taxes and fees
8.2/10 Very Good! (168 reviews)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Pet-friendly Beach Hotels in Chatham

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What are the cheapest hotels on the beach in Chatham

  • Bayside Resort Hotel - Book Now
    • Bayside Resort Hotel is in West Yarmouth, less than 10 minutes’ drive from the airport in Hyannis, and within easy reach of Cape Cod. Guests have a great choice of beaches, and there are 20 golf courses within a 20-minute drive. Nantucket and Martha’s Vineyard are both a ferry ride away.
    • 3.00 star rating.
  • Candleberry Inn on Cape Cod - Book Now
    • Situated near the beach, this romantic bed & breakfast is 0.1 mi (0.2 km) from Brewster Ladies' Library and 1.8 mi (2.9 km) from Cape Cod Museum of Natural History. Breakwater Beach and Stony Brook Grist Mill and Museum are also within 2 mi (3 km).
    • 4.50 star rating.
  • Winstead Inn - Book Now
    • Situated near the beach, this inn is within 1 mi (2 km) of Cape Cod Lavender Farm and Cranberry Valley Golf Course. Red River Beach and Pleasant Road Beach are also within 3 mi (5 km).
    • 4.00 star rating.

What’s better than a beautiful Chatham hotel near the beach? Finding that hotel for a deal! Check out our amazing deals on stunning Chatham beach hotel properties to find exactly what you’re looking for on your next trip to Chatham.

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