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Discover 4,361 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, (184)
"We had a great stay! The staff in particular were great and what a view of the ocean!"
The price is NT$7,261
NT$8,564 total
includes taxes & fees
Sep 1 - Sep 2
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, (887)
"Staff was friendly and the check-in was quick and easy. "
The price is NT$3,200
NT$3,663 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, (531)
"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$5,755
NT$7,613 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, (1005)
"I absolutely loved this hotel "
The price is NT$8,400
NT$10,634 total
includes taxes & fees
Aug 24 - Aug 25
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, (1063)
"Great proximity to P Town, kind helpful staff, alot if amenities "
The price is NT$5,620
NT$6,432 total
includes taxes & fees
Sep 1 - Sep 2
Sandcastle Resort and Club
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, (299)
"Great hotel. Highly recommend it for location, view and comfort."
The price is NT$12,477
NT$14,964 total
includes taxes & fees
Aug 26 - Aug 27
Awol
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, (277)
"Wonderful spot and great attention to detail for guests"
The price is NT$8,762
NT$10,028 total
includes taxes & fees
Sep 1 - Sep 2
Pleasant Bay Village Resort
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, (175)
"The beach is a short walk and good restaurants near by. Liked the room, pool area and the grounds. I would like try one of the cabins in the future. Friendly staff."
The price is NT$4,195
NT$5,399 total
includes taxes & fees
Sep 1 - Sep 2
Bluebird Dennisport
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, (1003)
"Great location and great staff"
The price is NT$5,647
NT$6,463 total
includes taxes & fees
Aug 7 - Aug 8
Blue Sea Motor Inn
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, (605)
"Place is beautiful! We will definitely return. "
The price is NT$16,019
NT$18,334 total
includes taxes & fees
Aug 3 - Aug 4
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, (1003)
"Great stay. "
The price is NT$4,988
NT$5,709 total
includes taxes & fees
Sep 1 - Sep 2
Dune Crest Hotel
Surfside Inn Chatham
Relax on the covered porch with comfortable wicker sofas and chairs.

Surfside Inn Chatham

2.5 star property
7.8 out of 10, Good, (141)
"Good location, was disappointed about the room size."
The price is NT$8,516
NT$9,746 total
includes taxes & fees
Aug 6 - Aug 7
Surfside Inn Chatham
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, (820)
"Nice rooms helpful staff nice lobby "
The price is NT$5,557
NT$6,361 total
includes taxes & fees
Sep 1 - Sep 2
Four Points by Sheraton Eastham Cape Cod
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, (795)
"Place was great- breakfast and parking was awesome "
The price is NT$10,595
NT$13,494 total
includes taxes & fees
Sep 1 - Sep 2
Crowne Pointe Historic Inn & Spa - Adults Only
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, (46)
"Loved this B&B very comfortable and the staff was so nice and helpful! "
The price is NT$4,917
NT$6,482 total
includes taxes & fees
Sep 1 - Sep 2
An English Garden Bed & Breakfast
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, (185)
"Nice and quiet, staff was great! "
The price is NT$7,440
NT$8,515 total
includes taxes & fees
Aug 4 - Aug 5
Endless Coast, A Boutique Hotel
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$5,050
NT$6,241 total
includes taxes & fees
Sep 1 - Sep 2
Pelham on Main
Breakwater Hotel
Relax in a spacious living area with a large window offering a view of the beach and parking area, featuring a sofa, side tables, and potted plants.

Breakwater Hotel

2.5 star property
9.6 out of 10, Exceptional, (575)
"Gorgeous setting, wonderful rooms, really lovely staff. "
The price is NT$7,141
NT$8,173 total
includes taxes & fees
Sep 1 - Sep 2
Breakwater Hotel
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, (174)
"Staff excellent "
The price is NT$4,917
NT$6,482 total
includes taxes & fees
Sep 1 - Sep 2
By the Sea Guests Bed & Breakfast & Suites
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 Cape Cod National Seashore and Mayo Beach.

Top Pleasant Point Hotel Reviews

Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

10/10 Excellent
"Staff was friendly and the check-in was quick and easy. "
Lucille 2-night trip
Posted 2 days ago
Holiday Hill Inn & Suites

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 17 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.