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

Find Romantic Hotels in Chappaquiddick Island from S$140

  • 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 Romantic Hotels

Tonight
8 Oct - 9 Oct
Tomorrow
9 Oct - 10 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Chappaquiddick Island romantic hotels

A patio with a wooden table and chairs, a hanging flower pot with red and yellow flowers, and a view of the sea with boats in the background.
A room with a view of a beach, a pier, and a sign indicating no swimming.
A beachside motel with outdoor seating and umbrellas, a tree, and a clear sky.
A waterfront scene with a large white cruise ship docked at a pier, surrounded by smaller boats and buildings.

1. Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach
Vineyard Haven
United States
Michael
S$229
includes taxes & fees
26 Oct - 27 Oct
Vineyard Harbor Motel - Private Beach
A wooden deck with a white railing, a round table with chairs, and a view of the marina and town in the background.
A multi-story building with a prominent bay window and a balcony.
A hotel room with a bed, a bedside table with a bottle of Prosecco and two wine glasses.
A marina with boats docked along the shore, surrounded by greenery and a sandy beach.

2. Mansion House Inn And Spa

Mansion House Inn And Spa
Vineyard Haven
United States
Robyn
S$267
includes taxes & fees
4 Nov - 5 Nov
Mansion House Inn And Spa
A sandy beach with footprints and seaweed, a clear blue sky, and a row of houses in the background.
A wooden dock extending into a body of water, with a building featuring a gabled roof and white trim.
A kitchen with white cabinets, a microwave, and a built-in oven.
A brick patio with outdoor seating and umbrellas, surrounded by a landscaped garden and a building with blue shutters.

3. Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel

Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel
Edgartown
United States
Lisa
S$259
includes taxes & fees
1 Nov - 2 Nov
Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel
A spacious living area with a dining table, sofas, and a view of the sea.
A garden with hydrangea bushes, a white picket fence, and a brick pathway leading to a building with a porch.
A deck with a wicker sofa, a table with a bottle of champagne, and a tray of snacks.
A resort with a swimming pool, outdoor seating, and a view of the lake.

4. Harbor View Hotel

Harbor View Hotel
Edgartown
United States
Eryn
S$376
includes taxes & fees
28 Oct - 29 Oct
Harbor View Hotel
A bedroom with a bed, bedside tables, a chair, a table, and a view of the outdoors.
A living room with a fireplace, a bookshelf, and a sofa.
A modern living room with a white sofa, grey and white cushions, a wooden coffee table, and a large window with curtains.
A dining area with multiple wooden tables and chairs, a blue wall with shelves containing kitchenware, and a chandelier.

5. The Coonamessett

The Coonamessett
Falmouth
United States
Joanne
S$140
includes taxes & fees
2 Nov - 3 Nov
The Coonamessett
A coastal hotel with multiple beachside rooms, a large covered area, and a beach with umbrellas.
A restaurant with tables set for dining, overlooking a beach.
A golf course with a clubhouse, a lake, and surrounding trees.
An aerial view of a resort with a pool, beach area with umbrellas, and a large building with a covered deck.

6. The Club at New Seabury

The Club at New Seabury
New Seabury
United States
Kathleen
S$216
includes taxes & fees
1 Nov - 2 Nov
The Club at New Seabury
A dining area with multiple tables and chairs, a kitchen area with appliances, and a television displaying a logo.
A lobby with a black sofa, two armchairs, a coffee table, a potted plant, and a display cabinet with decorative items.
A hotel room with a large bed, a sofa, a desk, a TV, and a painting on the wall.
A room with two beige armchairs, a patterned carpet, a large window with a view of buildings, and a ceiling with recessed lighting and a smoke detector.

7. Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel
East Falmouth
United States
Toleeya
S$180
includes taxes & fees
1 Nov - 2 Nov
Admiralty Inn & Suites - a Red Collection Hotel
A modern living room with a sofa, coffee table, and various decorative items.
A bedroom with a bed, pillows, a bedside table with a clock and books, and a window with a view of trees.
A modern kitchen with a wooden ceiling, a central island with stools, and a bar area.
A marina with multiple sailboats docked, surrounded by houses and greenery.

8. AutoCamp Cape Cod

AutoCamp Cape Cod
Falmouth
United States
John
S$179
includes taxes & fees
29 Oct - 30 Oct
AutoCamp Cape Cod
A neatly made bed with white linens, a wooden headboard, and a decorative swan made of towels on the bedspread.
A long dining table with a glass centerpiece, surrounded by chairs and a buffet setup.
A cozy living room with a stone fireplace, leather sofas, and a large window with blinds.
A reception desk with a floral arrangement in a green vase, a marble wall with "HOTEL CAP" signage, and a white counter.

9. Iris Hotel Cape Cod

Iris Hotel Cape Cod
Falmouth
United States
Matheus
S$189
includes taxes & fees
1 Nov - 2 Nov
Iris Hotel Cape Cod
Front of property – evening/night
A two-story white colonial-style house with a balcony, a front porch, and an American flag.
A restaurant with wicker chairs, wooden tables, and a blue cushioned bench.
A living room with a sofa, coffee table, and patterned wallpaper.

10. The Christopher, The Edgartown Collection

The Christopher, The Edgartown Collection
Edgartown
United States
Clayton
S$413
includes taxes & fees
14 Oct - 15 Oct
The Christopher, The Edgartown Collection
View all properties

Top Chappaquiddick Island Hotel Reviews

Sea Crest Beach Resort

Sea Crest Beach Resort

10/10 Excellent
"it was my first time in cape cod and I picked this hotel because it had rooms right on the water, it was on my bucket list, I was absolutely not disappointed in any way, it was absolutely beautiful, i already am going to make plans to stay there again"
Darlene 1-night trip
Posted 12 hours ago
Sea Crest Beach Resort
The Beachside

The Beachside

10/10 Excellent
"Very nice place. Air freshener is amazing in the hotel. Super cute decor and comfy beds. Cute bar on site. Daytime staff could have been a little more friendly."
Peggy 3-night trip
Posted 13 hours ago
The Beachside
Hyannis Travel Inn

Hyannis Travel Inn

10/10 Excellent
"The Hyannis Travel Inn was great! The staff were extremely helpful and friendly! They always had a smile and worked very hard to make our stay pleasant. We highly recommend this Inn. The room rates were very good. October 2-8! We'll be back. Gretchen&Rick"
Gretchen 5-night trip
Posted 15 hours ago
Hyannis Travel Inn
Hyannis Plaza Hotel

Hyannis Plaza Hotel

10/10 Excellent
"Very happy"
Sharon 1-night trip
Posted 18 hours ago
Hyannis Plaza Hotel
Jared Coffin House

Jared Coffin House

10/10 Excellent
"The continental breakfast was excellent! Housekeeping was outstanding! Customer service was amazing! Polite and helpful staff all around! The staff ensured we were comfortable, they even carried our large suitcase to our room. We were greeted and acknowledged by the staff. The room was very nice. We also enjoyed the sitting rooms where breakfast is served. The location is perfect. This was my favorite vacation ever. Thank you!"
Linda 4-night trip
Posted 2 days ago
Jared Coffin House
Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel

8/10 Good
"I enjoyed my stay overall!"
Gerald 2-night trip
Posted 2 days ago
Admiralty Inn & Suites - a Red Collection Hotel
Inn on the Square

Inn on the Square

10/10 Excellent
"Nice clean room in a fantastic location., Easy walk to downtown Falmouth"
John 1-night trip
Posted 2 days ago
Inn on the Square

Explore a world of travel with Expedia