Hotels Near
Pleasant Point

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Featured Pleasant Point Hotels

Cape Colony Inn
Cape Colony Inn
2.5 out of 5
280 Bradford Street, Provincetown, MA
Stay at this hotel in Provincetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9/10 Wonderful! (1,004 reviews)
"Great value for convenient location near Commercial Street. Rooms are clean and modern. Staff is very friendly and helpful. Walls are thin and you can hear activity/movement in surrounding rooms. I did not like the shower controls, the one in my room was loose and would not stay in the designated ..."

Reviewed on Jun 29, 2025

Cape Colony Inn
Chatham Bars Inn
Chatham Bars Inn
5 out of 5
297 Shore Rd, Chatham, MA
Stay at this 5-star 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! (769 reviews)
"Absolutely gorgeous property. Everything was top notch and close enough to be able to walk into town. Just what we were looking for."

Reviewed on Jun 30, 2025

Chatham Bars Inn
The Provincetown Inn
The Provincetown Inn
3 out of 5
1 Commercial Street, Provincetown, MA
Fully refundableReserve now, pay when you stay
Stay at this 3-star 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! (1,027 reviews)
"Check in process: Around 2:00 Staff on duty said our room was not ready early because while it had been cleaned it needed to be inspected and the inspector went on break. At 3:00 we approached another reservation staff who said that while our room was still listed as not ready, she could check the ..."

Reviewed on Jul 1, 2025

The Provincetown Inn
Holiday Hill Inn & Suites
Holiday Hill Inn & Suites
2 out of 5
352 Main Street, Dennis Port, MA
Fully refundableReserve now, pay when you stay
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 ...
8.2/10 Very Good! (856 reviews)
Good value
"It was clean, fairly large room and quiet. The ice cream in the front of the property was not good and the service was terrible, but other than that we had a nice stay. Towels were small and they were very stingy with them."

Reviewed on Jun 27, 2025

Holiday Hill Inn & Suites
Dune Crest Hotel
Dune Crest Hotel
2 out of 5
535 Route 6, North Truro, MA
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. ...
8.4/10 Very Good! (988 reviews)
"I like the layout of the property. Every room has a balcony & a view. The rooms are big and nicely equipped. Our kids had fun riding bikes. The beds were full (not queen), and the air conditioner went on and off all night. Overall we had a great stay."

Reviewed on Jul 2, 2025

Dune Crest Hotel
Sandcastle Resort and Club
Sandcastle Resort and Club
3 out of 5
929 Commercial Street, Provincetown, MA
Stay at this 3-star beach aparthotel in Provincetown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
7.2/10 Good! (1,039 reviews)
"Very friendly staff"

Reviewed on Jun 28, 2025

Sandcastle Resort and Club
The Villages at Ocean Edge
The Villages at Ocean Edge
3.5 out of 5
One Villages Drive, Brewster, MA
Stay at this 3.5-star beach resort in Brewster. Enjoy 3 outdoor pools, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (999 reviews)
"Good. These had a little distance from parking to room door."

Reviewed on Jul 1, 2025

The Villages at Ocean Edge
Chatham Wayside Inn
Chatham Wayside Inn
4 out of 5
512 Main St, Chatham, MA
Stay at this 4-star golf hotel in Chatham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
9.2/10 Wonderful! (510 reviews)
"Lovely room. Nice breakfast and staff were very friendly."

Reviewed on Jun 30, 2025

Chatham Wayside Inn
Harbor Hotel Provincetown
Harbor Hotel Provincetown
3 out of 5
698 Commercial St, Provincetown, MA
Fully refundableReserve now, pay when you stay
Book a 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 ...
7.8/10 Good! (1,000 reviews)
"We enjoyed the location across from the beach and the amenities at hotel. Also enjoyed all the help from Maurice at the front desk."

Reviewed on Jul 2, 2025

Harbor Hotel Provincetown
Viking Shores Motor Inn
Viking Shores Motor Inn
2 out of 5
5200 State Highway Rte 6, Eastham, MA
Fully refundableReserve now, pay when you stay
Stay at this motel in Eastham. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Nauset ...
9/10 Wonderful! (13 reviews)
Great
"The stay at the Viking shore inn was great. The cleaning service was great and cleanliness was great"

Reviewed on Jun 30, 2025

Viking Shores Motor Inn
Chatham Tides
Chatham Tides
2.5 out of 5
394 Pleasant St, PO Box 215, South Chatham, MA
Book a stay at this beach motel in South Chatham. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms ...
9.2/10 Wonderful! (596 reviews)
"Place was terrific and in a great area. Would stay here again."

Reviewed on Jun 29, 2025

Chatham Tides
The Corsair & Cross Rip Oceanfront Resort
The Corsair & Cross Rip Oceanfront Resort
2.5 out of 5
41 Chase Ave, Dennis Port, MA
Book a stay at this beach hotel in Dennis Port. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Cape Cod Inflatable Park and Sea Street ...
8.4/10 Very Good! (165 reviews)
"It was very enjoyable!!"

Reviewed on Jun 29, 2025

The Corsair & Cross Rip Oceanfront Resort
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.

Hotels in Pleasant Point

Wellfleet is a city that has a lot going on, but you have your sights set on Pleasant Point. This part of town is perfect for what you want to be doing, and that is everything that is not on everyone’s radar. For all that Pleasant Point has going on, you’ll still need a place to crash, eventually. But you don’t want any old shack, you need something that fits the trip. We have a slew of Pleasant Point hotels that will do the trick.

A beautiful day in the neighborhood

As much as you like getting out there, it’s also good to know a part of Wellfleet so well you’ll be telling the tourists where to go. Make friends with the concierge or be bold and chat up a local. It’s your trip, so choose your own adventure. And when you get in at night, you’ll have a comfy room and plenty of amenities to help you settle in. Call a friend and spin tales from the Pleasant Point underground. What’s a journey without a good story to go with it?

Beyond the block

We’re not talking about the Pleasant Point city block. We’re talking about looking beyond that block of hotels you always focus on. We give you tons of ways to sort our stash of Pleasant Point cheap hotels. And if you feel like living a little, but not killing your vacation vibes, choose the Hotwire Hot Rate deal. Filter by:

  • Hotwire Hot Rate: Snag some of the best hotels in Pleasant Point at an almost too good to be true rate. After you book, we’ll reveal the name of the hotel. You can get a luxury hotel at a budget price.
  • Price: You have a price in mind, and we have solutions. Hotels start as low as
  • Amenities: Rooftop lounge, designer furniture, 24-7 room service, and everything else you look for to live it up large.

Find the Pleasant Point hotel you want, book it, and never look back. Because your great escape is ahead of you.