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Top hotels in Pleasant Point

Wequassett Resort and Golf Club

Wequassett Resort and Golf Club

5 out of 5
2173 Head of the Bay Road, Route 28 Harwich MA
$337 nightly
The price is $385 total per night from Apr 28 to Apr 29
$385 total
Apr 28 - Apr 29
Total with taxes and fees
A private beach, 6 restaurants, and 4 outdoor tennis courts are all featured at this luxury resort. Enjoy a day at the beach kayaking, or relax with beach umbrellas. ...
From housekeeping to the front desk, the best service I've ever had.

Reviewed on Apr 26, 2026

Opens in a new windowWequassett Resort and Golf Club
Chatham Wayside Inn

Chatham Wayside Inn

4 out of 5
512 Main St Chatham MA
$197 nightly
The price is $225 total per night from Apr 29 to Apr 30
$225 total
Apr 29 - Apr 30
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking. A ...
Centrally located. You can go anywhere on the Cape in 30 minutes.

Reviewed on Apr 25, 2026

Opens in a new windowChatham Wayside Inn
Chatham Bars Inn

Chatham Bars Inn

5 out of 5
297 Shore Rd Chatham MA
$376 nightly
The price is $430 total per night from Apr 28 to Apr 29
$430 total
Apr 28 - Apr 29
Total with taxes and fees
A private beach, a full-service spa, and 3 outdoor tennis courts are all featured at this luxury resort. Relax with beach cabanas and sun loungers, and cool ...
Absolutely wonderful stay. My room was in the main inn, and it was peaceful and beautiful. I can’t wait to go back!

Reviewed on Apr 23, 2026

Opens in a new windowChatham Bars Inn
Cape Colony Inn

Cape Colony Inn

2.5 out of 5
280 Bradford Street Provincetown MA
$79 nightly
The price is $90 total per night from May 5 to May 6
$90 total
May 5 - May 6
Total with taxes and fees
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like continental breakfast and ...
Great location! Loved that parking was included.

Reviewed on Apr 27, 2026

Opens in a new windowCape Colony Inn
Dune Crest Hotel

Dune Crest Hotel

2 out of 5
535 Route 6 North Truro MA
$98 nightly
The price is $112 total per night from May 17 to May 18
$112 total
May 17 - May 18
Total with taxes and fees
This hotel features an outdoor tennis court and a seasonal outdoor pool. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, ...
The room was very clean the location was exactly where we wanted not in the middle of anything but very close to all the places we wanted to go. The property is a little dated but kinda in a weird way adds to the charm

Reviewed on Dec 30, 2025

Opens in a new windowDune Crest Hotel
Surfside Hotel and Suites

Surfside Hotel and Suites

2.5 out of 5
543 Commercial Street Provincetown MA
Fully refundableReserve now, pay when you stay
$164 nightly
The price is $188 total per night from May 3 to May 4
$188 total
May 3 - May 4
Total with taxes and fees
A private beach and an outdoor pool are featured at this smoke-free hotel. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free ...
I took my girlfriend for the first time to Provincetown and we stayed at the Surfside. We really enjoyed our stay and especially the ocean view from our balcony was absolutely beautiful. We would definitely come back again!

Reviewed on Apr 13, 2026

Opens in a new windowSurfside Hotel and Suites
Harbor Hotel Provincetown

Harbor Hotel Provincetown

3 out of 5
698 Commercial St Provincetown MA
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $174 total per night from May 10 to May 11
$174 total
May 10 - May 11
Total with taxes and fees
This hotel features a bar/lounge, a poolside bar, and a seasonal outdoor pool. Guests will appreciate free perks like free self parking and WiFi in public areas. ...
Clean room, great view of harbor, great room location.

Reviewed on Apr 23, 2026

Opens in a new windowHarbor Hotel Provincetown
The Mansion at Ocean Edge

The Mansion at Ocean Edge

4 out of 5
2907 Main Street Brewster MA
$258 nightly
The price is $296 total per night from May 3 to May 4
$296 total
May 3 - May 4
Total with taxes and fees
This smoke-free hotel features a private beach, a golf course, and a full-service spa. There's fun for all ages with a children's pool and a playground, and ...
Room was clean and spacious. Lots of small details like keurig , slippers , robe that were a plus. It was off season so some amenities were not available. Lots of new staff so we were misdirected a few times. Shout out to Molly who was very friendly and helpful. Rooms are I. Separate building from ...

Reviewed on Apr 27, 2026

Opens in a new windowThe Mansion at Ocean Edge
The Provincetown Inn

The Provincetown Inn

3 out of 5
1 Commercial Street Provincetown MA
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $174 total per night from Apr 28 to Apr 29
$174 total
Apr 28 - Apr 29
Total with taxes and fees
This hotel features 3 restaurants, 2 bars/lounges, and a poolside bar. There's a seasonal outdoor pool on site, and a garden and a fireplace in the lobby are ...
I love this place!! Kevin the front desk person was so warm and welcoming! Our room looked out over the bay and ocean. Beautiful sunrise! P-town is so fun to roam around. We especially enjoy The Lobster Pot Restaurant and Shoppe Therapy store. We will be back .

Reviewed on Apr 12, 2026

Opens in a new windowThe Provincetown Inn
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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.

Pleasant Point Hotel Guide

Don’t keep your travel plans on repeat year after year. The same city with the same hotel every season will bore you and give you an itch to go looking for something new. Expand your geographical horizons to more than just those five blocks around your usual haunt.

Nowhere else can you find better deals on Pleasant Point area hotels. You’ll find the best prices on the quirky, the haunted, the old, the new, and the legendary. If you’re wondering what side of the pricing scale some of these hotels fall on, you need not to worry. Compare cheap hotels near Pleasant Point to find the perfect one to will fit your budget.

Leave the ordinary routine you’re set on behind and go. Go anywhere you want. Anywhere that makes you think, “I wonder what that’s like?” Part of Travelocity’s mission is to get you off-the-beaten path and the hotels near Pleasant Point are perfect for that. Find your new favorite watering hole on a quiet street. Discover a place to escape for the weekend with tasty local fare and unique sights. We want you to consider the places outside your normal comfort zone. Browse our selection and find the ideal hotel, in a place you’d like to explore.

Recent Pleasant Point hotel reviews by fellow wanderers

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