Pleasant Point Travel Guide
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Top hotels in Pleasant Point
Harbor Hotel Provincetown
698 Commercial St Provincetown MA
The price is ฿7,568 per night from 22 Jun to 23 Jun
฿7,568
฿9,786 total
22 Jun - 23 Jun
includes taxes & fees
Stay at this beach hotel in Provincetown. Enjoy free parking, an outdoor pool and a beach locale. Our guests praise the pool and the helpful staff in their reviews. ...
8.2/10 Very Good! (1,010 reviews)
"Great stay, great staff. Everyone was nice and helpful."
Reviewed on 13 Jun 2026
The Provincetown Inn
1 Commercial Street Provincetown MA
The price is ฿6,521 per night from 18 Jun to 19 Jun
฿6,521
฿8,587 total
18 Jun - 19 Jun
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 ...
8/10 Very Good! (1,011 reviews)
"Love the pool, and the views are beautiful!"
Reviewed on 13 Jun 2026
Dune Crest Hotel
535 Route 6 North Truro MA
The price is ฿5,153 per night from 23 Jun to 24 Jun
฿5,153
฿5,897 total
23 Jun - 24 Jun
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. ...
9/10 Wonderful! (1,019 reviews)
"10 out of 10. Staff wonderful. Helen was so kind. Rooms renovated and mine was huge."
Reviewed on 15 Jun 2026
Holiday Hill Inn & Suites
352 Main Street Dennis Port MA
The price is ฿4,877 per night from 22 Jun to 23 Jun
฿4,877
฿5,582 total
22 Jun - 23 Jun
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 ...
8.4/10 Very Good! (966 reviews)
"Great location. Clean room and friendly staff."
Reviewed on 14 Jun 2026
Chatham Bars Inn
297 Shore Rd Chatham MA
The price is ฿40,263 per night from 7 Jul to 8 Jul
฿40,263
฿46,081 total
7 Jul - 8 Jul
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 ...
9.2/10 Wonderful! (836 reviews)
"Lovely hotel. We had a cottage which had lovely views out across the sandbars. Only downside was the weather but that wasn’t an issue in such lovely surroundings."
Reviewed on 5 Jun 2026
Wequassett Resort and Golf Club
2173 Head of the Bay Road, Route 28 Harwich MA
The price is ฿41,297 per night from 20 Jun to 21 Jun
฿41,297
฿50,573 total
20 Jun - 21 Jun
includes taxes & fees
Stay at this luxury resort in Harwich. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Ocean Edge Golf Club and Caleb Nickerson House ...
9.4/10 Exceptional! (254 reviews)
"It was amazing!"
Reviewed on 11 Jun 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 Mayo Beach, some noteworthy sights in the nearby area.
