An aerial view of a coastal area with a lighthouse, a sandy beach, and a marina.

Find Historic Hotels in Chappaquiddick Island, MA

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check availability on Chappaquiddick Island Historic Hotels

Tonight
3 Sep - 4 Sep
Tomorrow
4 Sep - 5 Sep
This weekend
4 Sep - 6 Sep
Next weekend
11 Sep - 13 Sep

Our top choices for Chappaquiddick Island historic hotels

1. The Seashell Cove - Martha's Vineyard

The Seashell Cove - Martha's Vineyard
Katama
United States
Eric C.
AED 2,479
AED 4,103 total
includes taxes & fees
6 Sep - 7 Sep
The Seashell Cove - Martha's Vineyard

2. Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!

Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!
Oak Bluffs
United States
Rachael C.
AED 1,821
AED 3,380 total
includes taxes & fees
24 Sep - 25 Sep
Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!

3. WATERFRONT Downtown Cottage w/ Beach

WATERFRONT Downtown Cottage w/ Beach
Tisbury
United States
John M.
AED 2,531
AED 3,935 total
includes taxes & fees
8 Sep - 9 Sep
WATERFRONT Downtown Cottage w/ Beach

4. Nantucket - edge of town

Nantucket - edge of town
West of Town
United States
Pathfinder Tree S.
AED 2,046
AED 3,549 total
includes taxes & fees
1 Oct - 2 Oct
Nantucket - edge of town

5. Waterfront with Kayaks • Amazing Views • Pets • Walk to Craigville Beach

Waterfront with Kayaks • Amazing Views • Pets • Walk to Craigville Beach
Centerville
United States
Nancy J.
AED 2,310
AED 4,073 total
includes taxes & fees
7 Sep - 8 Sep
Waterfront with Kayaks • Amazing Views • Pets • Walk to Craigville Beach

6. LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches

LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
Nantucket Town
United States
Elizabeth S.
AED 3,471
AED 5,366 total
includes taxes & fees
13 Sep - 14 Sep
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
View all properties

Top Chappaquiddick Island Hotel Reviews

Ocean Street Inn on Hyannis Harbor

Ocean Street Inn on Hyannis Harbor

10/10 Excellent
"Staff was helpful and responsive and kind and went above and beyond at both ocean st and Hyannis harbor inn. The front desk staff was willing to do all they could to make it a great and easy stay. Jonie and David of the front desk staff were definitely multitasking and helping many people have an easy welcome without making anyone else feel like they weren’t being taken care of. Amazing and kind! They would make me come back if I was able to work with them again!"
Amanda 3-night trip
Posted 7 hours ago
Ocean Street Inn on Hyannis Harbor
Hyannis Harbor Hotel

Hyannis Harbor Hotel

10/10 Excellent
"Very clean room , excellent"
Cleide 1-night trip
Posted 7 hours ago
Hyannis Harbor Hotel
Hyannis Travel Inn

Hyannis Travel Inn

10/10 Excellent
"Staff very pleasant and accommodating, room clean,"
Brenda 1-night trip
Posted 15 hours ago
Hyannis Travel Inn
Americas Best Value Inn & Suites Hyannis Cape Cod

Americas Best Value Inn & Suites Hyannis Cape Cod

10/10 Excellent
"The room was clean all the time the staff was nice and plenty of parking"
Carolyn 2-night trip
Posted 21 hours ago
Americas Best Value Inn & Suites Hyannis Cape Cod
Inn on the Square

Inn on the Square

10/10 Excellent
"Parking on site. Located close to bike path and walking distance to downtown restaurants."
Dwight 2-night trip
Posted 2 days ago
Inn on the Square
Sea Crest Beach Resort

Sea Crest Beach Resort

10/10 Excellent
"everything was great. The beach is beautiful. The room was beautiful all the amenities and everybody was so friendly and nice. I had read some of the reviews that were a little negative, but I thought it was Fabulous"
Margaret 1-night trip
Posted 2 days ago
Sea Crest Beach Resort
Comfort Inn Hyannis - Cape Cod

Comfort Inn Hyannis - Cape Cod

10/10 Excellent
"Inexpensive for the area. Short walk, about 10-15 minutes, to ferry terminal. Ate at Spanky’s and lobster roll was overloaded with lobster. Room was large, bed comfortable, and shower pressure good. Didn’t use pool but it looked inviting. Continental breakfast in morning with hot scrambled eggs and sausage patties. I would stay there again in the future. Parking onsite too."
Thomas 1-night trip
Posted 4 days ago
Comfort Inn Hyannis - Cape Cod
Cape Cod Inn

Cape Cod Inn

10/10 Excellent
"While the rooms are typical of an older motel, the Cape Cod Inn is very well maintained and the rooms are spotless. The managers were lovely and helpful. The rooms have updated furniture with a comfortable bed. Everything worked well. The location of the hotel, right on Main St in the heart of Hyannis, was great. I would definitely return."
Janice 3-night trip
Posted 5 days ago
Cape Cod Inn
Faraway Martha's Vineyard

Faraway Martha's Vineyard

8/10 Good
"I enjoyed my stay in the Chappy House – Room 409, a suite with its on entrance from the outside. It was very well appointed and similar to a spacious one bedroom apartment without the kitchen. Must be capable of maneuvering stone pathways and steps to access it. Very nice for a long-term stay. I’d be interested in purchasing one! (Luxury vinyl plank flooring needs repairing in one hallway spot — barely noticeable.) 🙂"
Fred 1-night trip
Posted 2 weeks ago
Faraway Martha's Vineyard

Explore a world of travel with Expedia