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Aug 26 - Aug 27
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Aug 27 - Aug 28
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Aug 29 - Aug 31
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Sep 5 - Sep 7

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Discover 4,338 Pleasant Point hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

The Corsair & Cross Rip Oceanfront Resort
Indoor pool, 2 outdoor pools, pool umbrellas, sun loungers

The Corsair & Cross Rip Oceanfront Resort

2.5 star property
8.6 out of 10, Excellent, (194)
"Property is right on the beach with pool and cafe. little old building and room was bit smelly. Beds were comfortable. Overall great place to stay in quiet and beautiful Dennis port area if someone looking for beach property. "
The price is ₩206,342
₩247,958 total
includes taxes & fees
Sep 14 - Sep 15
The Corsair & Cross Rip Oceanfront Resort
Holiday Hill Inn & Suites
Reception

Holiday Hill Inn & Suites

2.0 star property
8.2 out of 10, Very Good, (914)
"nice spot to stay"
The price is ₩159,794
₩182,888 total
includes taxes & fees
Sep 21 - Sep 22
Holiday Hill Inn & Suites
The Provincetown Inn
Aerial view

The Provincetown Inn

3.0 star property
8.0 out of 10, Very Good, (1005)
"Nice place to stay."
The price is ₩255,114
₩339,708 total
includes taxes & fees
Sep 21 - Sep 22
The Provincetown Inn
Chatham Wayside Inn
Beach nearby

Chatham Wayside Inn

4.0 star property
9.2 out of 10, Wonderful, (538)
"Great hotel"
The price is ₩373,917
₩483,619 total
includes taxes & fees
Sep 1 - Sep 2
Chatham Wayside Inn
Pleasant Bay Village Resort
Outdoor pool

Pleasant Bay Village Resort

3.0 star property
9.6 out of 10, Exceptional, (289)
"Beautiful place to stay!"
The price is ₩335,567
₩384,056 total
includes taxes & fees
Sep 22 - Sep 23
Pleasant Bay Village Resort
Sandcastle Resort and Club
Property grounds

Sandcastle Resort and Club

3.0 star property
7.4 out of 10, Good, (1080)
"great beach!"
The price is ₩161,322
₩184,638 total
includes taxes & fees
Sep 21 - Sep 22
Sandcastle Resort and Club
Harbor Hotel Provincetown
1 bedroom, blackout drapes, iron/ironing board, cribs/infant beds

Harbor Hotel Provincetown

3.0 star property
8.0 out of 10, Very Good, (1004)
"Great hotel "
The price is ₩257,740
₩342,685 total
includes taxes & fees
Sep 21 - Sep 22
Harbor Hotel Provincetown
Awol
King Patio | Premium bedding, free WiFi, bed sheets

Awol

3.0 star property
9.4 out of 10, Exceptional, (311)
"Incredible views, helpful staff and peaceful"
The price is ₩383,922
₩471,211 total
includes taxes & fees
Sep 16 - Sep 17
Awol
Surfside Inn Chatham
Porch

Surfside Inn Chatham

2.5 star property
8.0 out of 10, Very Good, (147)
"Great spot. "
The price is ₩305,692
₩349,865 total
includes taxes & fees
Sep 7 - Sep 8
Surfside Inn Chatham
Bluebird Dennisport
Dining room

Bluebird Dennisport

3.0 star property
8.4 out of 10, Very Good, (198)
"The property has a cool mid century vibe! Also the staff was helpful and kind. Overall a great experience!"
The price is ₩195,087
₩251,056 total
includes taxes & fees
Sep 1 - Sep 2
Bluebird Dennisport
Blue Sea Motor Inn
Private beach

Blue Sea Motor Inn

2.0 star property
8.4 out of 10, Very Good, (1000)
"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 ₩162,573
₩186,070 total
includes taxes & fees
Sep 3 - Sep 4
Blue Sea Motor Inn
An English Garden Bed & Breakfast
Terrace/patio

An English Garden Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (50)
"Loved this B&B very comfortable and the staff was so nice and helpful! "
The price is ₩228,658
₩301,454 total
includes taxes & fees
Sep 10 - Sep 11
An English Garden Bed & Breakfast
Endless Coast, A Boutique Hotel
Beach nearby

Endless Coast, A Boutique Hotel

2.0 star property
9.0 out of 10, Wonderful, (197)
"We love to stay here every year. "
The price is ₩220,932
₩252,849 total
includes taxes & fees
Sep 2 - Sep 3
Endless Coast, A Boutique Hotel
Crowne Pointe Historic Inn & Spa - Adults Only
Outdoor spa tub

Crowne Pointe Historic Inn & Spa - Adults Only

4.0 star property
9.2 out of 10, Wonderful, (805)
"Loved this property - fantastic stay!"
The price is ₩442,698
₩570,279 total
includes taxes & fees
Sep 21 - Sep 22
Crowne Pointe Historic Inn & Spa - Adults Only
Chatham Tides
Oceanfront Efficiency, 1 King Bed | 1 bedroom, premium bedding, down comforters, iron/ironing board

Chatham Tides

2.5 star property
9.4 out of 10, Exceptional, (620)
"Very nice stay and beautiful location "
The price is ₩486,467
₩556,776 total
includes taxes & fees
Sep 2 - Sep 3
Chatham Tides
Dune Crest Hotel
1 bedroom, rollaway beds, bed sheets

Dune Crest Hotel

2.0 star property
8.6 out of 10, Excellent, (1009)
"Friendly staff, clean room, quiet at night!"
The price is ₩143,120
₩163,796 total
includes taxes & fees
Sep 21 - Sep 22
Dune Crest Hotel
Pelham on Main
Pelham King Bunk Suite + Balcony | 1 bedroom, premium bedding, iron/ironing board, free WiFi

Pelham on Main

2.5 star property
8.6 out of 10, Excellent, (399)
"Would definitely stay again! Staff is welcoming, area is quiet and convenient. Renovated rooms are also a plus. 10/10."
The price is ₩233,438
₩288,546 total
includes taxes & fees
Sep 17 - Sep 18
Pelham on Main
Breakwater Hotel
Lobby

Breakwater Hotel

2.5 star property
9.6 out of 10, Exceptional, (584)
"Wonderful stay at the Breakwater, comfortable, clean beautifully appointed."
The price is ₩179,247
₩205,147 total
includes taxes & fees
Sep 23 - Sep 24
Breakwater Hotel
By the Sea Guests Bed & Breakfast & Suites
Outdoor wedding area

By the Sea Guests Bed & Breakfast & Suites

3.5 star property
9.2 out of 10, Wonderful, (178)
"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 ₩228,658
₩301,454 total
includes taxes & fees
Sep 10 - Sep 11
By the Sea Guests Bed & Breakfast & Suites
Kingfisher Harwich Port
Front of property

Kingfisher Harwich Port

3.0 star property
9.0 out of 10, Wonderful, (33)
"We had a wonderful stay ! The room was clean, comfortable, and well-maintained — everything we needed for a relax stay! "
The price is ₩311,987
₩357,063 total
includes taxes & fees
Sep 7 - Sep 8
Kingfisher Harwich Port
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 Wellfleet Harbor Actors Theater and Cape Cod National Seashore.

Top Pleasant Point Hotel Reviews

Viking Shores Motor Inn

Viking Shores Motor Inn

10/10 Excellent
"Perfect motel for our long weekend last week. Very quiet and comfortable room. Simple and included all the basics. Room recently was refreshed and super clean. We used it primarily for sleeping. Each day we went out exploring for the entire day. A very convenient location for the eastern part of the Cape. Location of motel is on a bike trail, too. Walkable to mini golf and ice cream "
Brenda 3-night trip
Posted 2 days ago
Viking Shores Motor 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 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.