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From179US$ /night
Check-in
16Mar2026Select date
Check-out
17Mar2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

396 Old Wharf Road, Dennisport, Massachusetts, United States, 02639
-
Close to the beach
Great
8.6
9.6
/10
4.7
/5

The 2-star smoke-free The Cutty Sark Motel Dennisport is located only 550 metres from Sea Street Beach and features tour/ticket assistance to help you get the most out of your trip. Located within a 6-km distance of the Werner Schmidt Observatory, this Dennisport motel boasts a seasonal outdoor pool.

Location

The centre of Dennisport can be reached within a 5-minute walk. There is the Sundae School Ice Cream not far from The Cutty Sark Dennisport.

Nature lovers will appreciate the proximity to Inman Road Beach, which is approximately a 5-minute drive away. Also, the hotel is 2.5 km from the Fresh Pond Conservation Land.

The accommodation is near a port.

Eat & Drink

Woolfies Bakery is located next to this Dennisport hotel and serves American dishes, just a 12-minute walk away.

Leisure & Business

Entertainment at The Cutty Sark Motel includes a movie theatre and parties. Additionally, staying at the property, active guests can enjoy a golf playground on site.

Must-do experiences

  • Visit the Cape Cod Lavender Farm for calming, aromatic beauty.
  • Try the lobster rolls at the Fresh Ketch restaurant on the harbor.
  • Kayak at Nantucket Sound for stunning views and serene waters.
  • Explore the local art at the Cape Cod Museum of Art in Dennis.
  • Stroll through the Dennisport Village for unique shops and charm.
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Select your room type

The Cutty Sark Motel offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
Classic Room 1 Queen 1 Single Bed
2 persons
220 sq. feet 
1 King-size bed
Heating
Air conditioning
Economy Room One Double Bed
2 persons
165 sq. feet 
1 Double bed
Heating
Air conditioning
Double Room Two Double Beds
2 persons
205 sq. feet 
2 Double beds
Heating
Air conditioning
Queen Room
2 persons
205 sq. feet 
1 King-size bed
Heating
Air conditioning
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Facilities

The Cutty Sark Motel offers amenities for your comfortable stay and unforgettable experiences
Facilities: Great
8.6/10Review score

General

  • No smoking on site
  • Parking
  • No pets allowed
  • Security
  • Fire extinguishers

Sports & Fitness

  • Hiking

Spa & Leisure

  • Outdoor swimming pool

Room features

  • Free Wi-Fi in rooms
  • Air conditioning
  • Garden furniture

Bathroom

  • Free toiletries

Media

  • Flat-screen TV
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The Cutty Sark Motel 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
1800 ft
Beach
Raycroft Beach
1800 ft
Restaurants
Woolfies Bakery
3300 ft
279 Lower County Rd
Getting around
City Centre
Dennisport5 min  ·  1400 ft
Airports
Barnstable Municipal -Boardman/Polando Field Airport (HYA)24 min  ·  9.9 mi
Nantucket, MA (ACK)100 min  ·  41.4 mi
Bus
Bus stop18 min  ·  5000 ft
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Property information and rules
Check-in
from 15:00-23:59
Check-out
until 10 am
Guest Parking
Private parking is possible at a location nearby for free.
Internet
Wireless internet is available in the hotel rooms for free.
Children & extra beds
There are no cots provided in a room. 
Pets
Pets are not allowed.
Year renovated:
2011
Number of rooms:
14

Reviews and Ratings

Feedback about The Cutty Sark Motel from previous guests about their experience.
Review score
Based on 63 verified reviews
9.0/10
Perfect
94%
Recommend
Cleanliness
9.1/10
Comfort
8.8/10
Facilities
8.6/10
Free Wi-Fi
7.5/10
Location
9.4/10
Paid Wi-Fi
7.4/10
Staff
9.4/10
Value for money
8.9/10
Guest reviews
based on 85 reviews
8.6/10
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Check-in
16Mar2026Select date
Check-out
17Mar2026Select date
Rooms and Guests2 Guests, 1 Room