Pleasant Point Hotels, Wellfleet

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Our top choices for Pleasant Point hotels

Chatham Wayside Inn

Chatham Wayside Inn
4.0 star property
26 km from Pleasant Point
9.2 out of 10, Wonderful, (610)
"Yes, lovely place to stay."
United States
Angela
Chatham Wayside Inn

Ellery Hotel Provincetown

Ellery Hotel Provincetown
4.0 star property
21.8 km from Pleasant Point
9.4 out of 10, Exceptional, (395)
"Super clean room and hotel. Great spa."
United States
william
The price is NZ$253
includes taxes & fees
2 Jan - 3 Jan 2026
Ellery Hotel Provincetown

Cape Colony Inn

Cape Colony Inn
2.5 star property
21.7 km from Pleasant Point
9.2 out of 10, Wonderful, (1001)
"Clean rooms, friendly staff, convenient location and nice breakfast. "
United States
Christopher
The price is NZ$215
includes taxes & fees
1 Jan - 2 Jan 2026
Cape Colony Inn

Chatham Tides

Chatham Tides
2.5 star property
27.1 km from Pleasant Point
9.4 out of 10, Exceptional, (669)
"Staff was very nice. We had a takeout from his recomendded restaurant, it was very nice."
United States
Jae Yeon
The price is NZ$336
includes taxes & fees
1 Jan - 2 Jan 2026
Chatham Tides

Lotus Provincetown

Lotus Provincetown
2.5 star property
21.7 km from Pleasant Point
8.8 out of 10, Excellent, (358)
"Excellent location, great view, clean room. "
United States
Donato
The price is NZ$142
includes taxes & fees
15 Jan - 16 Jan 2026
Lotus Provincetown

Mercury Hotel Provincetown

Mercury Hotel Provincetown
3.0 star property
21.7 km from Pleasant Point
9.0 out of 10, Wonderful, (477)
"Always a great stay"
United States
Maureen
Mercury Hotel Provincetown

Four Points by Sheraton Eastham Cape Cod

Four Points by Sheraton Eastham Cape Cod
3.0 star property
7.5 km from Pleasant Point
8.2 out of 10, Very good, (863)
"Perfect overnight stay in every way!"
United States
Debra
The price is NZ$233
includes taxes & fees
4 Jan - 5 Jan 2026
Four Points by Sheraton Eastham Cape Cod

Breakwater Hotel

Breakwater Hotel
2.5 star property
21.2 km from Pleasant Point
9.6 out of 10, Exceptional, (635)
"Clean room, friendly staff and convenient location."
United States
Junping
The price is NZ$413
includes taxes & fees
3 Jan - 4 Jan 2026
Breakwater Hotel

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, (790)
"Clean and comfortable room very enjoyable stay"
United States
Douglas
The price is NZ$208
includes taxes & fees
1 Jan - 2 Jan 2026
Rodeway Inn Orleans - Cape Cod

The Revere Guest House

The Revere Guest House
3.5 star property
21.7 km from Pleasant Point
9.4 out of 10, Exceptional, (841)
"Welcoming host, convenient location and good communication. Well kept property and the room was cute, as described. Yummy free breakfast and great amenities. We would definitely stay here again!"
United States
Danielle
The price is NZ$236
includes taxes & fees
4 Jan - 5 Jan 2026
The Revere Guest House

The Mansion at Ocean Edge

The Mansion at Ocean Edge
4.0 star property
16 km from Pleasant Point
8.2 out of 10, Very good, (1000)
"The hotel is beautifully decorated for the holiday season"
United States
Mary
The price is NZ$413
includes taxes & fees
11 Jan - 12 Jan 2026
The Mansion at Ocean Edge

White Porch Inn

White Porch Inn
4.0 star property
21.8 km from Pleasant Point
8.6 out of 10, Excellent, (656)
"Very nice B and B , would most likely stay here again, laid back"
United States
Benjamin
The price is NZ$323
includes taxes & fees
21 Jan - 22 Jan 2026
White Porch Inn

Jonathan Edwards Motel

Jonathan Edwards Motel
2.0 star property
29.3 km from Pleasant Point
6.6 out of 10, (46)
"It’s was a really great place to stay and very clean. The staff was very nice we will return again"
United States
Joe
The price is NZ$150
includes taxes & fees
5 Jan - 6 Jan 2026
Jonathan Edwards Motel

Queen Vic Guest House Provincetown Adults Only

Queen Vic Guest House Provincetown Adults Only
3.5 star property
21.6 km from Pleasant Point
9.8 out of 10, Exceptional, (97)
"Great hospitality. "
United States
Nory
Queen Vic Guest House Provincetown Adults Only

Brewster by the Sea Inn

Brewster by the Sea Inn
4.0 star property
20.3 km from Pleasant Point
9.8 out of 10, Exceptional, (171)
"Brewster By the Sea has it all - great location, amazing innkeeper, unbelievable breakfasts, and great rooms with perfect amenities. "
United States
Donna
The price is NZ$601
includes taxes & fees
5 Jan - 6 Jan 2026
Brewster by the Sea Inn

The Masthead Resort

The Masthead Resort
2.5 star property
21.3 km from Pleasant Point
8.2 out of 10, Very good, (495)
"We loved our stay there! "
United States
Remy
The price is NZ$340
includes taxes & fees
4 Jan - 5 Jan 2026
The Masthead Resort

Crew's Quarters Boarding House Caters to Men

Crew's Quarters Boarding House Caters to Men
2.0 star property
21.6 km from Pleasant Point
9.4 out of 10, Exceptional, (69)
"The staff was very kind and helpful. Fun location!"
United States
Paul
The price is NZ$326
includes taxes & fees
1 Jan - 2 Jan 2026
Crew's Quarters Boarding House Caters to Men

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, (243)
"Great service and beautiful resort. "
United States
Kristopher
Wequassett Resort and Golf Club

An English Garden Bed & Breakfast

An English Garden Bed & Breakfast
3.0 star property
29.9 km from Pleasant Point
9.0 out of 10, Wonderful, (60)
"A charming hotel a block away from a nice sandy beach, loved a stay there."
United States
Hwamee
The price is NZ$429
includes taxes & fees
1 Jan - 2 Jan 2026
An English Garden Bed & Breakfast

Chatham Bars Inn

Chatham Bars Inn
5.0 star property
25.6 km from Pleasant Point
9.2 out of 10, Wonderful, (802)
"Helpful staff & food & drinks were great ! "
United States
glen
The price is NZ$907
includes taxes & fees
1 Jan - 2 Jan 2026
Chatham Bars Inn
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.

Our guide on 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 Cape Cod National Seashore and Lieutenant Island, some noteworthy sights in the nearby area.

Top Pleasant Point Hotel Reviews

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 13 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?
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.

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