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From179US$ /night
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25Nov2025Select date
Check-out
26Nov2025Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

396 Old Wharf Road, Dennisport, Massachusetts, United States, 02639
-
Near the beach
Perfect
8.5
/10

Rooms

The Cutty Sark offers a variety of room configurations to accommodate different needs. Guests can choose from rooms featuring one queen bed, two double beds, or combinations of queen and twin beds. Each room includes essential amenities like a flat screen TV, refrigerator, and microwave.

Location

Located just steps from the picturesque beaches of Dennisport, the hotel provides easy access to numerous local attractions. Guests can explore the nearby Cape Cod Museum of Natural History or enjoy a round at the Dennis Highland Golf Course, just seven miles away. For adventure seekers, Hyannis Whale Watching Cruises are available 13 miles from the hotel.

Dining

Several restaurants are within walking distance, making dining options readily accessible for guests. Enjoy a variety of cuisines from local favorites to casual dining only a short stroll away. The hotel's location encourages culinary exploration in the surrounding area.

Amenities

The Cutty Sark features an outdoor pool for guests looking to relax under the sun. Free parking is available on-site, adding convenience for those traveling with vehicles. Each room is equipped with a coffee maker, essential for starting the day.

Special Offerings

The hotel is particularly recognized for its easy access to local beaches, making it a choice destination for beachgoers. Guests can take in the coastal views just a hop across the street. The hotel's prime location enhances the beach experience for all visitors.

Highlights

Location: Steps from picturesque beaches

Room Types: Variety including queen and twin beds

Amenities: Outdoor pool for relaxation

Parking: Free parking on-site available

Must-do experiences

  • Visit the Dennisport Beach for stunning sunrise views.
  • Try the clam chowder at The Pure Cold Press for a local delight.
  • Stroll through the Cape Cod Lavender Farm for aromatic tranquility.
  • Explore the local artisan shops along Route 28 for unique finds.
  • Don't miss the historic Eastham Windmill, a beautiful landmark.
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Select your room type

The hotel offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
Economy Room One Double Bed
2 persons
15 m² 
1 Double bed
Heating
Air conditioning
Double Room Two Double Beds
2 persons
19 m² 
2 Double beds
Heating
Air conditioning
Queen Room
2 persons
19 m² 
1 King-size bed
Heating
Air conditioning
Queen Room Upper Level
2 persons
1 King-size bed
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Getting around

A list of all available modes of transport

City Centre
Dennisport400 m
Airports
Barnstable Municipal -Boardman/Polando Field (HYA) 16.0 km
Provincetown Municipal (PVC) 69.3 km
Bus
Bus stop 1.5 km

Facilities

The hotel offers amenities for your comfortable stay and unforgettable experiences

General

  • No smoking on site
  • Free Wi-Fi
  • Parking
  • No pets allowed
  • Security
  • Fire extinguishers

Sports & Fitness

  • Hiking

Spa & Leisure

  • Outdoor swimming pool

Room features

  • Air conditioning
  • Garden furniture

Bathroom

  • Free toiletries

Media

  • Flat-screen TV
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Location

396 Old Wharf Road, Dennisport, Massachusetts, United States, 02639
Map view
396 Old Wharf Road, Dennisport, Massachusetts, United States, 02639
Nearby
Beach
Sea Street Beach
520 m
Beach
Raycroft Beach
520 m
Restaurants
Woolfies Bakery
980 m
279 Lower County Rd
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About The Cutty Sark
Check-in
25Nov2025Select date
Check-out
26Nov2025Select date
Rooms and Guests2 Guests, 1 Room