Hotels in Pleasant Point

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21 Aug - 22 Aug
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22 Aug - 23 Aug
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22 Aug - 24 Aug
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29 Aug - 31 Aug

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Top 10 Hotels in Pleasant Point

Our top choices for Pleasant Point hotels

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

The Corsair & Cross Rip Oceanfront Resort

2.5 star property
8.6 out of 10, Excellent, (192)
"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 S$229
includes taxes & fees
14 Sept - 15 Sept
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, (908)
"nice spot to stay"
The price is S$169
includes taxes & fees
21 Sept - 22 Sept
Holiday Hill Inn & Suites
The Provincetown Inn
Aerial view

The Provincetown Inn

3.0 star property
8.0 out of 10, Very good, (1013)
"Nice place to stay."
The price is S$314
includes taxes & fees
21 Sept - 22 Sept
The Provincetown Inn
Chatham Wayside Inn
Beach nearby

Chatham Wayside Inn

4.0 star property
9.2 out of 10, Wonderful, (538)
"Great hotel"
Chatham Wayside Inn
Sandcastle Resort and Club
Property grounds

Sandcastle Resort and Club

3.0 star property
7.4 out of 10, Good, (1077)
"great beach!"
The price is S$171
includes taxes & fees
21 Sept - 22 Sept
Sandcastle Resort and Club
Harbor Hotel Provincetown
1 bedroom, blackout curtains, iron/ironing board, cots/infant beds

Harbor Hotel Provincetown

3.0 star property
8.0 out of 10, Very good, (1000)
"Great hotel "
The price is S$333
includes taxes & fees
4 Sept - 5 Sept
Harbor Hotel Provincetown
Pleasant Bay Village Resort
Outdoor pool

Pleasant Bay Village Resort

3.0 star property
9.6 out of 10, Exceptional, (287)
"Wonderful spot and great attention to detail for guests"
The price is S$406
includes taxes & fees
1 Sept - 2 Sept
Pleasant Bay Village Resort
Awol
Premium bedding, free WiFi, bed sheets

Awol

3.0 star property
9.4 out of 10, Exceptional, (310)
"Incredible views, helpful staff and peaceful"
The price is S$580
includes taxes & fees
18 Sept - 19 Sept
Awol
Blue Sea Motor Inn
Private beach

Blue Sea Motor Inn

2.0 star property
8.2 out of 10, Very good, (1007)
"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 S$172
includes taxes & fees
3 Sept - 4 Sept
Blue Sea Motor Inn
Bluebird Dennisport
Dining room

Bluebird Dennisport

3.0 star property
8.4 out of 10, Very good, (193)
"The staff is great! Rooms are clean"
The price is S$232
includes taxes & fees
1 Sept - 2 Sept
Bluebird Dennisport
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, (804)
"Loved this property - fantastic stay!"
The price is S$528
includes taxes & fees
21 Sept - 22 Sept
Crowne Pointe Historic Inn & Spa - Adults Only
Dune Crest Hotel
1 bedroom, rollaway beds, bed sheets

Dune Crest Hotel

2.0 star property
8.6 out of 10, Excellent, (1002)
"Great stay. "
The price is S$152
includes taxes & fees
21 Sept - 22 Sept
Dune Crest Hotel
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 S$234
includes taxes & fees
3 Sept - 4 Sept
Endless Coast, A Boutique Hotel
Surfside Inn Chatham
Porch

Surfside Inn Chatham

2.5 star property
8.0 out of 10, Very good, (146)
"Great spot. "
The price is S$324
includes taxes & fees
7 Sept - 8 Sept
Surfside Inn Chatham
Chatham Tides
1 bedroom, premium bedding, down duvets, iron/ironing board

Chatham Tides

2.5 star property
9.4 out of 10, Exceptional, (619)
"Very nice stay and beautiful location "
The price is S$515
includes taxes & fees
2 Sept - 3 Sept
Chatham Tides
Breakwater Hotel
Lobby

Breakwater Hotel

2.5 star property
9.6 out of 10, Exceptional, (582)
"Wonderful stay at the Breakwater, comfortable, clean beautifully appointed."
The price is S$204
includes taxes & fees
21 Sept - 22 Sept
Breakwater Hotel
Four Points by Sheraton Eastham Cape Cod
Indoor pool, seasonal outdoor pool

Four Points by Sheraton Eastham Cape Cod

3.0 star property
8.2 out of 10, Very good, (829)
"Clean / Comfortable! Enjoyed my stay."
The price is S$274
includes taxes & fees
17 Sept - 18 Sept
Four Points by Sheraton Eastham Cape Cod
An English Garden Bed & Breakfast
Terrace/patio

An English Garden Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (49)
"Loved this B&B very comfortable and the staff was so nice and helpful! "
The price is S$279
includes taxes & fees
10 Sept - 11 Sept
An English Garden Bed & Breakfast
By the Sea Guests Bed & Breakfast & Suites
Outdoor wedding area

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 S$279
includes taxes & fees
10 Sept - 11 Sept
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 S$330
includes taxes & fees
7 Sept - 8 Sept
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 for the activities you enjoy most.

Indian Neck Heights

When in Indian Neck Heights, you can plan a visit to Wellfleet Harbor Actors Theater and Cape Cod National Seashore, some noteworthy sights in the nearby area.

Top Pleasant Point Hotel Reviews

The Villages at Ocean Edge

The Villages at Ocean Edge

10/10 Excellent
"Perfect family getaway. Loved all the pools and amenities. "
kristin 3-night trip
Posted 2 days ago
The Villages at Ocean Edge

Frequently asked questions

What's it like in Pleasant Point?

Travellers will be sure to enjoy their time in Wellfleet's Pleasant Point neighbourhood.

How many hotels will I be able to find in the Pleasant Point area?

When you want to put your feet up after a day of exploring the sights in Wellfleet, you can choose from 17 Expedia hotels and other accommodation options in Pleasant Point.

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

Yes, the majority of hotel reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before check in. If you have a reservation that's non-refundable, it might still be possible to cancel it and get a refund within 24 hours of your booking. Enter dates in and click on "Search", then you can filter by "fully refundable" to get the best options available in Pleasant Point.

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.