Pleasant Point Travel Guide
Wellfleet
Visit Pleasant Point
Things to do
Cape Cod & Provincetown: Self-Guided Drive & Walk Audio Tour
£18
per traveller
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
£37
per adult
Massachusetts: Smartphone-Based Audio Tour Bundle
£37
per traveller
Top hotels in Pleasant Point
Harbor Hotel Provincetown
698 Commercial St Provincetown MA
The price is £171 per night from 20 Sept to 21 Sept
£171
per night
20 Sept - 21 Sept
Stay at this hotel in Provincetown. Enjoy free parking, an outdoor pool and a fireplace in reception. Our guests praise the pool and the helpful staff in their ...
Holiday Hill Inn & Suites
352 Main Street Dennis Port MA
The price is £96 per night from 21 Sept to 22 Sept
£96
per night
21 Sept - 22 Sept
Stay at this family-friendly motel in Dennis Port. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very good! (1,016 reviews)
"We went for the weekend. Staff was great answering all my questions. Bed was comfortable. Room was clean. Housekeeping came every day with fresh towels. Pool was taken care of very well. It sparkled.. close to the beach. Quiet. Just a short drive to activities and shops"
Reviewed on 7 Sept 2026
The Villages at Ocean Edge
One Villages Drive Brewster MA
The price is £153 per night from 27 Sept to 28 Sept
£153
per night
27 Sept - 28 Sept
Stay at this beach resort in Brewster. Enjoy 3 outdoor pools, a full-service spa and 3 restaurants. Our guests praise the helpful staff in their reviews. Popular ...
Chatham Bars Inn
297 Shore Rd Chatham MA
The price is £474 per night from 20 Sept to 21 Sept
£474
per night
20 Sept - 21 Sept
Stay at this luxury resort in Chatham. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff and the property condition in ...
The Provincetown Inn
1 Commercial Street Provincetown MA
The price is £152 per night from 24 Sept to 25 Sept
£152
per night
24 Sept - 25 Sept
Stay at this beach hotel in Provincetown. Enjoy an outdoor pool, 3 restaurants and a beach locale. Our guests praise the pool and the helpful staff in their ...
Dune Crest Hotel
535 Route 6 North Truro MA
The price is £85 per night from 5 Oct to 6 Oct
£85
per night
5 Oct - 6 Oct
Stay at this hotel in North Truro. Enjoy free breakfast, free parking and an outdoor pool. Our guests praise the breakfast and the helpful staff in their reviews. ...
9.2/10 Wonderful! (1,017 reviews)
"The resort has been renovated and it is a delightful spot with great amenities. I particularly enjoyed the yoga classes, the pool and the complementary breakfast."
Reviewed on 8 Sept 2026
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.
Where to stay in Pleasant Point
Find the best Pleasant Point areas for the activities you enjoy most.
Indian Neck Heights
When in Indian Neck Heights, you can plan a visit to Cape Cod National Seashore and Lieutenant Island, some noteworthy sights in the nearby area.
