Pleasant Point Travel Guide
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Visit Pleasant Point
Things to do
Cape Cod & Provincetown Self-Guided Driving & Walking Audio Tour
฿827
per traveller
100% of travellers recommend
Helltown Horrors and Pirates: A Self-Guided Tour of Provincetown
฿331
per adult
100% of travellers recommend
Cape Cod & Provincetown: Self-Guided Drive & Walk Audio Tour
฿827
per traveller
Top hotels in Pleasant Point
Holiday Hill Inn & Suites
352 Main Street Dennis Port MA
The price is ฿3,932 per night from 30 Aug to 31 Aug
฿3,932
฿4,500 total
30 Aug - 31 Aug
includes taxes & fees
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 ...
Harbor Hotel Provincetown
698 Commercial St Provincetown MA
The price is ฿6,914 per night from 7 Sept to 8 Sept
฿6,914
฿9,047 total
7 Sept - 8 Sept
includes taxes & fees
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 ...
8.4/10 Very good! (1,012 reviews)
"Pool was closed for maintenance reasons but this stuff should be disclosed at booking. Other than that very good. Beautiful beach to sit on in the evening just across the road. Free shuttles to downtown. Room could have better closet / storage space. But we would stay again. Grab Brothers played ..."
Reviewed on 18 Aug 2026
Dune Crest Hotel
535 Route 6 North Truro MA
The price is ฿5,343 per night from 7 Sept to 8 Sept
฿5,343
฿6,115 total
7 Sept - 8 Sept
includes taxes & fees
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! (1,014 reviews)
"#1"
Reviewed on 17 Aug 2026
The Villages at Ocean Edge
One Villages Drive Brewster MA
The price is ฿6,071 per night from 7 Sept to 8 Sept
฿6,071
฿8,461 total
7 Sept - 8 Sept
includes taxes & fees
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 ...
8.4/10 Very good! (1,003 reviews)
"We stayed in the condos at Blueberry Pond, which were very spacious and newly updated. One thing to keep in mind is that cell service is spotty on the property. Brewster is very spread out, so you’ll need to drive pretty much everywhere, but there are some cute restaurants along the main road. For ..."
Reviewed on 17 Aug 2026
The Provincetown Inn
1 Commercial Street Provincetown MA
The price is ฿5,444 per night from 14 Sept to 15 Sept
฿5,444
฿7,368 total
14 Sept - 15 Sept
includes taxes & fees
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 ...
Chatham Bars Inn
297 Shore Rd Chatham MA
The price is ฿19,098 per night from 14 Sept to 15 Sept
฿19,098
฿21,858 total
14 Sept - 15 Sept
includes taxes & fees
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 ...
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.
