Pleasant Point, MA
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Visit Pleasant Point
Things to do
Cape Cod Self-Guided Driving Audio Tour
$17
per traveler
100% of travellers recommend
Massachusetts: Smartphone-Based Audio Tour Bundle
$50
per traveler
Helltown Horrors and Pirates: A Self-Guided Tour of Provincetown
$10
per adult
100% of travellers recommend
Pleasant Point Hotel Deals
Harbor Hotel Provincetown
698 Commercial St Provincetown MA
$202 nightly
The price is $231 total per night from Oct 18 to Oct 19
$231 total
Oct 18 - Oct 19
Total with taxes and fees
Stay at this hotel in Provincetown. Enjoy free parking, an outdoor pool, and a fireplace in the lobby. Our guests praise the pool and the helpful staff in our ...
The Villages at Ocean Edge
One Villages Drive Brewster MA
$172 nightly
The price is $197 total per night from Oct 4 to Oct 5
$197 total
Oct 4 - Oct 5
Total with taxes and fees
Book a 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 our reviews. ...
Holiday Hill Inn & Suites
352 Main Street Dennis Port MA
$117 nightly
The price is $133 total per night from Sep 27 to Sep 28
$133 total
Sep 27 - Sep 28
Total with taxes and fees
Book a stay at this family-friendly motel in Dennis Port. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,001 reviews)
"Nice"
Reviewed on Sep 18, 2026
Chatham Bars Inn
297 Shore Rd Chatham MA
$400 nightly
The price is $457 total per night from Oct 12 to Oct 13
$457 total
Oct 12 - Oct 13
Total with taxes and fees
Book a stay at this luxury resort in Chatham. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property condition ...
9.2/10 Wonderful! (862 reviews)
"Beautiful property with a very attentive staff. They helped make the engagement to my fiancée a wonderful and memorable experience! I highly recommend the spa with an intimate couples session! We will definitely be back in the future!"
Reviewed on Sep 14, 2026
The Provincetown Inn
1 Commercial Street Provincetown MA
$191 nightly
The price is $218 total per night from Sep 29 to Sep 30
$218 total
Sep 29 - Sep 30
Total with taxes and fees
Book a 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 ...
8/10 Very Good! (1,001 reviews)
"I love staying here !!! So close to P town and a relaxed atmosphere!"
Reviewed on Sep 19, 2026
Dune Crest Hotel
535 Route 6 North Truro MA
$111 nightly
The price is $127 total per night from Oct 5 to Oct 6
$127 total
Oct 5 - Oct 6
Total with taxes and 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 our reviews. ...
9.2/10 Wonderful! (1,004 reviews)
"It was lovely. High up on a dune .. giving us a nice view of Cape Cod Bay and shoreline cottages on Rt 6A .. minimal yet airy & spacious feeling .. the King bed was very comfortable. We had a balcony & loved having this option to go outside. Parking was right by our units door. They allow pets which ..."
Reviewed on Sep 18, 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 and neighborhoods for the activities you enjoy most.
Indian Neck Heights
Though Indian Neck Heights might not have many top sights, you can venture to the surrounding area to see attractions like Cape Cod National Seashore and Lieutenant Island.
