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Discover 4,346 Pleasant Point hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

The Corsair & Cross Rip Oceanfront Resort
Relax by the pool with a view of the water from the adjacent balcony.

The Corsair & Cross Rip Oceanfront Resort

2.5 star property
8.6 out of 10, Excellent, (188)
"Room was great for a family of four. Loved being able to order lunch and drinks in the beach. We would stay again!"
The price is NT$4,835
NT$5,787 total
includes taxes & fees
Sep 10 - Sep 11
The Corsair & Cross Rip Oceanfront Resort
Holiday Hill Inn & Suites
Welcome to our reception area, featuring a comfortable sofa and a convenient computer station.

Holiday Hill Inn & Suites

2.0 star property
8.2 out of 10, Very Good, (900)
"Well positioned for easy access to many great beaches and restaurants."
The price is NT$3,551
NT$4,064 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Hill Inn & Suites
Chatham Wayside Inn
Guests can walk along the beachside path, flanked by fences, to the ocean.

Chatham Wayside Inn

4.0 star property
9.2 out of 10, Wonderful, (534)
"Great hotel"
Chatham Wayside Inn
The Provincetown Inn
Enjoy a scenic ocean view from the comfort of our hotel's pool area, surrounded by lush lawn and outdoor seating options.

The Provincetown Inn

3.0 star property
8.2 out of 10, Very Good, (1002)
"Nice place to stay."
The price is NT$6,016
NT$7,910 total
includes taxes & fees
Sep 1 - Sep 2
The Provincetown Inn
Harbor Hotel Provincetown
Relax in style with Adirondack chairs surrounding a cozy fire pit, taking in the breathtaking ocean views.

Harbor Hotel Provincetown

3.0 star property
8.0 out of 10, Very Good, (1003)
"Very nice place and great location. "
The price is NT$5,868
NT$7,740 total
includes taxes & fees
Sep 7 - Sep 8
Harbor Hotel Provincetown
Sandcastle Resort and Club
Enjoy a serene beach experience with a clear view of the ocean and a distant bridge.

Sandcastle Resort and Club

3.0 star property
7.4 out of 10, Good, (1069)
"Great proximity to P Town, kind helpful staff, alot if amenities "
The price is NT$5,076
NT$5,810 total
includes taxes & fees
Sep 7 - Sep 8
Sandcastle Resort and Club
Pleasant Bay Village Resort
Relax by the pool surrounded by lush landscaping and comfortable seating options.

Pleasant Bay Village Resort

3.0 star property
9.6 out of 10, Exceptional, (279)
"Wonderful spot and great attention to detail for guests"
The price is NT$8,751
NT$10,016 total
includes taxes & fees
Sep 1 - Sep 2
Pleasant Bay Village Resort
Awol
Relax in a serene space with a large bed, nightstand, and woven pendant lights.

Awol

3.0 star property
9.4 out of 10, Exceptional, (303)
"Great hotel. Highly recommend it for location, view and comfort."
The price is NT$10,367
NT$12,548 total
includes taxes & fees
Sep 7 - Sep 8
Awol
Blue Sea Motor Inn
Guests can stroll along the beachside boardwalk, taking in the serene ocean views.

Blue Sea Motor Inn

2.0 star property
8.2 out of 10, Very Good, (1008)
"This motel is very close to Province Town as well as Race Point beach, so it's location makes it a great place to stay."
The price is NT$3,492
NT$3,996 total
includes taxes & fees
Sep 3 - Sep 4
Blue Sea Motor Inn
Bluebird Dennisport
Enjoy meals in this cozy dining area with a table for four, comfortable chairs, and a pendant light above.

Bluebird Dennisport

3.0 star property
8.4 out of 10, Very Good, (182)
"Great stay! Add a safe in the room would be a plus "
The price is NT$4,190
NT$5,392 total
includes taxes & fees
Sep 1 - Sep 2
Bluebird Dennisport
Chatham Tides
Enjoy a serene coastal retreat with a large bed, sea views, and a kitchenette.

Chatham Tides

2.5 star property
9.4 out of 10, Exceptional, (611)
"Comfy beds "
The price is NT$10,448
NT$11,958 total
includes taxes & fees
Sep 2 - Sep 3
Chatham Tides
Dune Crest Hotel
Relax in this inviting space with a large bed, TV, and desk area, offering a view of the outdoors.

Dune Crest Hotel

2.0 star property
8.6 out of 10, Excellent, (1010)
"Great stay. "
The price is NT$4,042
NT$4,626 total
includes taxes & fees
Sep 7 - Sep 8
Dune Crest Hotel
Surfside Inn Chatham
Relax on the covered porch with comfortable wicker sofas and chairs.

Surfside Inn Chatham

2.5 star property
8.0 out of 10, Very Good, (144)
"Very clean and comfortable room and bathroom. Great front porch "
The price is NT$6,565
NT$7,514 total
includes taxes & fees
Sep 7 - Sep 8
Surfside Inn Chatham
Endless Coast, A Boutique Hotel
Guests can enjoy a serene beach experience with umbrellas and beachgoers nearby.

Endless Coast, A Boutique Hotel

2.0 star property
9.0 out of 10, Wonderful, (191)
"We love to stay here every year. "
The price is NT$4,745
NT$5,431 total
includes taxes & fees
Sep 2 - Sep 3
Endless Coast, A Boutique Hotel
Crowne Pointe Historic Inn & Spa - Adults Only
Enjoy a tranquil outdoor space with a deck, pool, and lush greenery.

Crowne Pointe Historic Inn & Spa - Adults Only

4.0 star property
9.2 out of 10, Wonderful, (799)
"Place was great- breakfast and parking was awesome "
The price is NT$9,777
NT$12,555 total
includes taxes & fees
Aug 12 - Aug 13
Crowne Pointe Historic Inn & Spa - Adults Only
Four Points by Sheraton Eastham Cape Cod
Relax by the pool surrounded by lounge chairs and umbrellas, with a lifeguard on duty.

Four Points by Sheraton Eastham Cape Cod

3.0 star property
8.2 out of 10, Very Good, (828)
"Nice rooms helpful staff nice lobby "
The price is NT$5,312
NT$6,080 total
includes taxes & fees
Sep 1 - Sep 2
Four Points by Sheraton Eastham Cape Cod
An English Garden Bed & Breakfast
Relax on the spacious balcony with outdoor seating, surrounded by lush greenery and a large tree.

An English Garden Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (47)
"Loved this B&B very comfortable and the staff was so nice and helpful! "
The price is NT$4,911
NT$6,474 total
includes taxes & fees
Sep 4 - Sep 5
An English Garden Bed & Breakfast
By the Sea Guests Bed & Breakfast & Suites
Exchange vows on a serene beachside with a picturesque wooden arch and stunning ocean views.

By the Sea Guests Bed & Breakfast & Suites

3.5 star property
9.4 out of 10, Exceptional, (175)
"The location was awesome. Right on the beach. Room was clean and bathroom was clean good shower and water pressure. Breakfast was delicious and staff super friendly and polite."
The price is NT$4,911
NT$6,474 total
includes taxes & fees
Sep 1 - Sep 2
By the Sea Guests Bed & Breakfast & Suites
Pelham on Main
Relax in comfort with a large bed, sofa, and desk area, plus a kitchenette with microwave, coffee maker, and oven.

Pelham on Main

2.5 star property
8.6 out of 10, Excellent, (397)
"wonderful place to relax."
The price is NT$5,043
NT$6,234 total
includes taxes & fees
Sep 1 - Sep 2
Pelham on Main
Blue Rock Resort
Relax by the pool surrounded by lush gardens and comfortable lounge chairs.

Blue Rock Resort

3.0 star property
8.8 out of 10, Excellent, (614)
"Nice location. "
Blue Rock 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.
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Where to stay in Pleasant Point

Find the best Pleasant Point areas and neighborhoods for the activities you enjoy most.
Indian Neck Heights map

Indian Neck Heights

Though Indian Neck Heights might not have many top sights, you can venture to the surrounding area to see attractions like Wellfleet Harbor Actors Theater and Cape Cod National Seashore.

Top Pleasant Point Hotel Reviews

Chatham Wayside Inn

Chatham Wayside Inn

10/10 Excellent
"We had a wonderful stay. Our room was very clean and we especially enjoyed the complimentary continental breakfast each morning. In the heart of Chatham, everything is a short walk away. My daughter and I enjoyed walking up to Shore Rd to catch the sunrise. "
Diane 6-night trip
Posted 1 day ago
Chatham Wayside Inn

Frequently asked questions

What's it like in Pleasant Point?

Travelers will be sure to enjoy their time in Wellfleet's Pleasant Point neighborhood.

How many hotels are there in the Pleasant Point area?

When you want to kick up your feet after a day of exploring the sights in Wellfleet, you can choose from 16 Expedia hotels and other accommodations in Pleasant Point.

If I need to cancel my hotel reservation in Pleasant Point, will I receive a refund?

Yes! Most room reservations are refundable provided that you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you have a reservation that's non-refundable, you might be able to cancel it and be given a refund within a 24-hour period of your booking. Add dates, click "Search", then filter by "fully refundable" to review the best deals available in Pleasant Point.

Where can I learn more about changing or cancelling my trip to Pleasant Point?

For additional details about updating your trip to Pleasant Point or cancelling it, go to https://www.expedia.com/service/.

What are the top things to see and do in Pleasant Point?

Blue Heron Gallery, Wellfleet Historical Society ­Museum, and Left Bank Gallery are just a few of the places to visit in and around Pleasant Point. While you're out sightseeing, Lieutenant Island and Wellfleet Harbor Actors Theater are a couple of additional sights to visit in Wellfleet.