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Check prices for these dates

Tonight
Mar 29 - Mar 30
Tomorrow
Mar 30 - Mar 31
Next weekend
Apr 3 - Apr 5
In two weeks
Apr 10 - Apr 12

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Our top choices for Pleasant Point hotels

Lobby

Breakwater Hotel

Breakwater Hotel
2.5 star property
21.2 km from Pleasant Point
9.6 out of 10, Exceptional, (640 reviews)
"Clean room, friendly staff and convenient location."
United States
Junping
The price is ￥15,871
￥18,163 total
includes taxes & fees
Apr 28 - Apr 29
Breakwater Hotel
Lobby

Mercury Hotel Provincetown

Mercury Hotel Provincetown
3.0 star property
21.7 km from Pleasant Point
9.0 out of 10, Wonderful, (497 reviews)
"Clean room, great location, quiet"
United States
Emmett
The price is ￥13,427
￥16,904 total
includes taxes & fees
Mar 31 - Apr 1
Mercury Hotel Provincetown
Exterior

Watership Inn

Watership Inn
3.0 star property
21.7 km from Pleasant Point
The price is ￥18,035
￥20,641 total
includes taxes & fees
Mar 30 - Mar 31
Watership Inn
Exterior

Cape Colony Inn

Cape Colony Inn
2.5 star property
21.7 km from Pleasant Point
9.2 out of 10, Wonderful, (1,000 reviews)
"Great location, easy check-in and so clean. "
United States
Kelly
The price is ￥11,061
￥12,659 total
includes taxes & fees
Apr 12 - Apr 13
Cape Colony Inn
View from property

Lotus Provincetown

Lotus Provincetown
2.5 star property
21.7 km from Pleasant Point
8.8 out of 10, Excellent, (370 reviews)
"Excellent location, great view, clean room. "
United States
Donato
The price is ￥10,715
￥13,229 total
includes taxes & fees
Mar 31 - Apr 1
Lotus Provincetown
Front of property

Chatham Seafarer Inn

Chatham Seafarer Inn
3.5 star property
25.3 km from Pleasant Point
9.0 out of 10, Wonderful, (319 reviews)
"Lovely place to stay. The rooms were comfortable, beds very nice and the staff was great. A charming place to stay"
Canada
Virginia
The price is ￥24,721
￥28,293 total
includes taxes & fees
Apr 16 - Apr 17
Chatham Seafarer Inn
Oceanfront Efficiency, 1 King Bed | Premium bedding, down comforters, iron/ironing board, free WiFi

Chatham Tides

Chatham Tides
2.5 star property
27.1 km from Pleasant Point
9.4 out of 10, Exceptional, (674 reviews)
"Room as fantastic andnstaff was very accomodating. Cant wait to stay at Chatham Tides during the summer!"
United States
Ron
The price is ￥31,597
￥36,163 total
includes taxes & fees
Apr 12 - Apr 13
Chatham Tides
Round Cove Suite | Frette Italian sheets, premium bedding, down comforters, minibar

Wequassett Resort and Golf Club

Wequassett Resort and Golf Club
5.0 star property
21 km from Pleasant Point
9.4 out of 10, Exceptional, (245 reviews)
"The staff is amazing, they are kind and always looking for ways to help and make you feel welcome."
United States
Karla
The price is ￥52,950
￥64,845 total
includes taxes & fees
Apr 28 - Apr 29
Wequassett Resort and Golf Club
Front of property

Pelham on Earle

Pelham on Earle
3.0 star property
28.7 km from Pleasant Point
9.4 out of 10, Exceptional, (73 reviews)
"Lovely hotel with a good restaurant and walking distance to beach."
United States
Kathleen
The price is ￥23,886
￥30,070 total
includes taxes & fees
Apr 11 - Apr 12
Pelham on Earle
Terrace/patio

Sesuit Harbor House

Sesuit Harbor House
3.0 star property
23.1 km from Pleasant Point
9.6 out of 10, Exceptional, (178 reviews)
"Location is easy access to beautiful beaches and activities and shops in Dennis, Brewster and Barnstable. Very Family friendly."
United States
Barbara
The price is ￥27,927
￥31,963 total
includes taxes & fees
Apr 15 - Apr 16
Sesuit Harbor House
Lobby

Ellery Hotel Provincetown

Ellery Hotel Provincetown
4.0 star property
21.8 km from Pleasant Point
9.4 out of 10, Exceptional, (411 reviews)
"Excellent deluxe room"
United States
HYO JIN
The price is ￥20,473
￥25,478 total
includes taxes & fees
Mar 31 - Apr 1
Ellery Hotel Provincetown
Lobby sitting area

The Provincetown Inn

The Provincetown Inn
3.0 star property
21.2 km from Pleasant Point
8.0 out of 10, Very Good, (1,000 reviews)
"Great place"
United States
Angela
The price is ￥22,219
￥30,935 total
includes taxes & fees
Apr 5 - Apr 6
The Provincetown Inn
Beach nearby

Chatham Wayside Inn

Chatham Wayside Inn
4.0 star property
26 km from Pleasant Point
9.2 out of 10, Wonderful, (646 reviews)
"Did not eat at the hotel "
United States
Kathy
The price is ￥40,254
￥53,044 total
includes taxes & fees
Apr 4 - Apr 5
Chatham Wayside Inn
Seasonal outdoor pool, sun loungers

Greyfinch Chatham Inn

Greyfinch Chatham Inn
3.0 star property
25.2 km from Pleasant Point
8.8 out of 10, Excellent, (254 reviews)
"Wonderful place to stay"
United States
John
The price is ￥22,940
￥32,128 total
includes taxes & fees
Apr 12 - Apr 13
Greyfinch Chatham Inn
Breakfast served, American cuisine

Wellfleet Motel and Lodge

Wellfleet Motel and Lodge
2.5 star property
3.5 km from Pleasant Point
9.4 out of 10, Exceptional, (1,000 reviews)
"Friendly staff, clean, quiet and comfortable accommodations. "
United States
Paul
The price is ￥15,871
￥18,163 total
includes taxes & fees
Apr 17 - Apr 18
Wellfleet Motel and Lodge
Free daily self-serve breakfast

Winstead Inn

Winstead Inn
4.0 star property
25.8 km from Pleasant Point
9.4 out of 10, Exceptional, (126 reviews)
"Windstead Inn is a beautiful property!! Management was great, let us check in early and our room was upgraded. Would definitely stay again."
United States
Anonymous traveler
The price is ￥28,375
￥32,476 total
includes taxes & fees
Apr 3 - Apr 4
Winstead Inn
Desk, laptop workspace, WiFi, bed sheets

Nauset Beach Inn

Nauset Beach Inn
3.0 star property
14.8 km from Pleasant Point
9.4 out of 10, Exceptional, (176 reviews)
"Very clean and comfortable "
United States
Patricia
The price is ￥36,870
￥44,940 total
includes taxes & fees
Mar 30 - Mar 31
Nauset Beach Inn
Property grounds

Rodeway Inn Orleans - Cape Cod

Rodeway Inn Orleans - Cape Cod
2.0 star property
13.3 km from Pleasant Point
8.0 out of 10, Very Good, (800 reviews)
"Stayed during the blizzard of ‘26 very accommodating room Was clean and the location was convenient! "
United States
Celisia
The price is ￥16,833
￥19,265 total
includes taxes & fees
Mar 30 - Mar 31
Rodeway Inn Orleans - Cape Cod
Superior Room, 2 Double Beds, Balcony, Ocean View (Superior Ocean Front 2nd Floor) | Terrace/patio

The Corsair & Cross Rip Oceanfront Resort

The Corsair & Cross Rip Oceanfront Resort
2.5 star property
30.1 km from Pleasant Point
8.6 out of 10, Excellent, (222 reviews)
"very peaceful, excellent staff, clean room, and close to good restaurants."
United States
Pauline
The price is ￥20,039
￥24,298 total
includes taxes & fees
Mar 30 - Mar 31
The Corsair & Cross Rip Oceanfront Resort
Property grounds

Seaglass Inn & Spa

Seaglass Inn & Spa
3.0 star property
21.6 km from Pleasant Point
9.6 out of 10, Exceptional, (785 reviews)
"Such a lovely stay, great staff, amazing pastries!"
United States
Sidney
The price is ￥18,786
￥21,501 total
includes taxes & fees
Apr 21 - Apr 22
Seaglass Inn & Spa
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

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 Wellfleet Preservation Hall.

Top Pleasant Point Hotel Reviews

Chatham Wayside Inn

Chatham Wayside Inn

10/10 Excellent
"Did not eat at the hotel "
Kathy 3-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 14 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?
Lieutenant Island, Wellfleet Harbor Actors Theater, and White Cedar Swamp are just a few of the places to visit in and around Pleasant Point. While you're out sightseeing, South Lieutenant Island Beach and Meadow Avenue Beach are a couple of additional sights to visit in Wellfleet.