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
Fully refundableReserve now, pay when you stay
The price is NZ$235 per night from 29 Sept to 30 Sept
NZ$235
29 Sept - 30 Sept
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 ...
New Bedford Harbor Hotel
Inn on the Square

Inn on the Square

3.5 out of 5
40 North Main Street Falmouth MA
The price is NZ$273 per night from 12 Oct to 13 Oct
NZ$273
12 Oct - 13 Oct
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 ...
Inn on the Square
Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

2.5 out of 5
60 Beach Road Vineyard Haven MA
The price is NZ$286 per night from 1 Oct to 2 Oct
NZ$286
1 Oct - 2 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! (808 reviews)
"No additional comments."

Reviewed on 25 Sept 2026

Vineyard Harbor Motel - Private Beach
See all 1,223 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! (123 reviews)
"It was our anniversary and we asked for a room with a balcony and Ocean view and they got back to us right away, standing that they would set that up for us. The room was perfect. Didn’t realize it had two full bathrooms two balconies overlooking the ocean and it also had the pool with the spa hot ..."

Reviewed on 14 Sept 2026

Beachside Village Resort
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

Oak Bluffs MA
Stay at this holiday home in Oak Bluffs. Enjoy a water park, a garden and cable/satellite TV service. Popular attractions Inkwell Beach and Oak Bluffs Public ...
6.6/10 (7 reviews)
"Nice, quiet and private streetReasonable distance to Downtown OBClean"

Reviewed on 13 Sept 2026

Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
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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