Cuttyhunk Travel Guide

Tourist Guide

A coastal landscape with a sandy beach, grassy areas, and a small island with a lighthouse.
A sailboat on calm waters during sunset.
A gazebo in a park with a clear blue sky.
New Bedford Harbor Hotel

New Bedford Harbor Hotel

3 out of 5
222 Union St New Bedford MA
The price is AU$238 per night from 21 Oct to 22 Oct
AU$238
21 Oct - 22 Oct
includes taxes & fees
Stay at this hotel in New Bedford. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in their ...
8.2/10 Very good! (1,007 reviews)
"Charming, remodeled old building in downtown. I recommend it."

Reviewed on 20 Oct 2026

New Bedford Harbor Hotel
Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

2.5 out of 5
60 Beach Road Vineyard Haven MA
The price is AU$295 per night from 21 Oct to 22 Oct
AU$295
21 Oct - 22 Oct
includes taxes & fees
Stay at this beach motel in Vineyard Haven. Enjoy free Wi-Fi, free parking and a private beach. Our guests praise the helpful staff and the clean rooms in their ...
9/10 Wonderful! (830 reviews)
"The room itself was ideal, well situated near the ferry/bus terminals, supermarket around the corner and cheaper than many other hotels. However, getting into the room was an ordeal. Firstly I was given a key, I couldn't figure out how to get to the room and had to go back to reception twice, one ..."

Reviewed on 18 Oct 2026

Vineyard Harbor Motel - Private Beach
Inn on the Square

Inn on the Square

3.5 out of 5
40 North Main Street Falmouth MA
The price is AU$243 per night from 2 Nov to 3 Nov
AU$243
2 Nov - 3 Nov
includes taxes & fees
Stay at this hotel in Falmouth. Enjoy free Wi-Fi, breakfast (surcharge) and a 24-hour front desk. Our guests praise the helpful staff in their reviews. Popular ...
8.8/10 Excellent! (1,002 reviews)
"Perfect location"

Reviewed on 19 Oct 2026

Inn on the Square
See all 1,230 properties in Cuttyhunk
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.
Beachside Village Resort

Beachside Village Resort

3 out of 5
45 Surf Drive Falmouth MA
Stay at this beach aparthotel in Falmouth. Enjoy free Wi-Fi, an outdoor pool and daily housekeeping. Our guests praise the property condition in their reviews. ...
9.4/10 Exceptional! (125 reviews)
"The views from our patio were great even from the ground floor. The accessibility to the beach was nice and the staff were super nice, providing activity abs dining options. Would definitely stay again!"

Reviewed on 16 Oct 2026

Beachside Village Resort
Walk to beach, Huge deck off kitchen, roof-deck, king master, close to town

Walk to beach, Huge deck off kitchen, roof-deck, king master, close to town

Middletown RI
Stay at this family-friendly holiday home in Middletown. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Cliff Walk and The Breakers are ...
10/10 Exceptional! (131 reviews)
"The place was a perfect location. Close to downtown and walking distance to plenty of restaurant options. Enough seating and beds for our group of 12 and a well-stocked kitchen. Apt above the garage was cozy! Host was very responsive and helpful."

Reviewed on 18 Oct 2026

Walk to beach, Huge deck off kitchen, roof-deck, king master, close to town
Quaint, ranch style home in Oak Bluffs with central air

Quaint, ranch style home in Oak Bluffs with central air

Oak Bluffs MA
Stay at this holiday home in Oak Bluffs. Enjoy a garden, balconies and an in-room coffee maker. Popular attractions Inkwell Beach and Oak Bluffs Public Library ...
8.4/10 Very good! (5 reviews)
"Would book again"

Reviewed on 27 July 2026

Quaint, ranch style home in Oak Bluffs with central air
See all properties in Cuttyhunk
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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