Pleasant Point Hotels, Wellfleet

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
6 Dec - 7 Dec
Tomorrow
7 Dec - 8 Dec
Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec

Filter by

Guest rating
Guest rating
Star rating

4178 Cheap Hotels in Pleasant Point - Specials, Reviews, & Last Minute Deals

Beach nearby
Chatham Wayside Inn

Chatham Wayside Inn

4.0 star property
26 km from Pleasant Point
9.2 out of 10, Wonderful, (602)
"We loved staying here! Our room was spacious, clean, quiet and very well maintained. The hotel is beautiful and a perfect location. "
United States
Beth
Chatham Wayside Inn
Outdoor spa tub
Crowne Pointe Historic Inn & Spa - Adults Only

Crowne Pointe Historic Inn & Spa - Adults Only

4.0 star property
21.8 km from Pleasant Point
9.2 out of 10, Wonderful, (840)
"Chris at the front desk was amazing, he made our trip. Our room was cozy and the services, complimentary breakfast, wine and cheese hour made the stay wonderful. Easy walking the tie, great location! "
United States
Lisa
The price is AU$370
includes taxes & fees
19 Dec - 20 Dec
Crowne Pointe Historic Inn & Spa - Adults Only
Lobby
Breakwater Hotel

Breakwater Hotel

2.5 star property
21.2 km from Pleasant Point
9.6 out of 10, Exceptional, (626)
"Clean room, friendly staff and convenient location."
United States
Junping
The price is AU$136
includes taxes & fees
8 Dec - 9 Dec
Breakwater Hotel
Superior Room
Mercury Hotel Provincetown

Mercury Hotel Provincetown

3.0 star property
21.7 km from Pleasant Point
9.0 out of 10, Wonderful, (473)
"Quaint little hotel with great service. Right in the middle of everything with friendly staff. "
United States
Harry
Mercury Hotel Provincetown
Oceanfront Efficiency, 1 King Bed
Chatham Tides

Chatham Tides

2.5 star property
27.1 km from Pleasant Point
9.4 out of 10, Exceptional, (665)
"Relaxed vibe, no pretentious, great sunlight! "
United States
Margaret
The price is AU$262
includes taxes & fees
8 Dec - 9 Dec
Chatham Tides
Lobby
Ellery Hotel Provincetown

Ellery Hotel Provincetown

4.0 star property
21.8 km from Pleasant Point
9.4 out of 10, Exceptional, (387)
"Super clean room and hotel. Great spa."
United States
william
The price is AU$276
includes taxes & fees
7 Dec - 8 Dec
Ellery Hotel Provincetown
Indoor pool, seasonal outdoor pool
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, (855)
"Perfect overnight stay in every way!"
United States
Debra
The price is AU$203
includes taxes & fees
23 Dec - 24 Dec
Four Points by Sheraton Eastham Cape Cod
Terrace/patio
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)
"Amazing stay and location! "
United States
Joanne
The price is AU$362
includes taxes & fees
7 Dec - 8 Dec
The Mansion at Ocean Edge
Seasonal outdoor pool
Chatham Bars Inn

Chatham Bars Inn

5.0 star property
25.6 km from Pleasant Point
9.2 out of 10, Wonderful, (797)
"Great accommodation and staff."
United States
Michael
The price is AU$615
includes taxes & fees
14 Dec - 15 Dec
Chatham Bars Inn
Seasonal outdoor pool, open 8:00 AM to 9:00 PM, pool umbrellas
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 AU$136
includes taxes & fees
8 Dec - 9 Dec
Cape Colony Inn
Front of property
Jonathan Edwards Motel

Jonathan Edwards Motel

2.0 star property
29.3 km from Pleasant Point
6.6 out of 10, (45)
"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 AU$140
includes taxes & fees
15 Dec - 16 Dec
Jonathan Edwards Motel
Exterior
The Revere Guest House

The Revere Guest House

3.5 star property
21.7 km from Pleasant Point
9.2 out of 10, Wonderful, (838)
"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 AU$221
includes taxes & fees
15 Dec - 16 Dec
The Revere Guest House
Exterior
Anchor Inn Beach House

Anchor Inn Beach House

3.5 star property
21.6 km from Pleasant Point
9.2 out of 10, Wonderful, (442)
"Wonderful weekend stay. Great location in the center of town and very convenient to getting out and exploring. Comfortable room with a perfect waterfront view. "
United States
Robert
Anchor Inn Beach House
Sun deck
The Masthead Resort

The Masthead Resort

2.5 star property
21.3 km from Pleasant Point
8.2 out of 10, Very good, (493)
"We loved our stay there! "
United States
Remy
The price is AU$299
includes taxes & fees
4 Jan - 5 Jan 2026
The Masthead Resort
Terrace/patio
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 AU$375
includes taxes & fees
1 Jan - 2 Jan 2026
An English Garden Bed & Breakfast
Beach bar
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, (241)
"Our Room looked over the beautiful gardens and out to the cove where small boats were bouyed. Very nicely appointed Room and superb weather during our stay. "
United States
Charles
Wequassett Resort and Golf Club
Luxury Suite, 1 King Bed, Jetted Tub, Garden Area | Terrace/patio
Candleberry Inn on Cape Cod

Candleberry Inn on Cape Cod

4.5 star property
18.1 km from Pleasant Point
10.0 out of 10, Exceptional, (139)
"Stunning bed and breakfast. Amazing owners and a experience you won’t forget."
United States
Michelle
The price is AU$533
includes taxes & fees
7 Dec - 8 Dec
Candleberry Inn on Cape Cod
Terrace/patio
Brass Key Guesthouse - Adults Only

Brass Key Guesthouse - Adults Only

4.0 star property
21.7 km from Pleasant Point
9.6 out of 10, Exceptional, (446)
"Beautiful accommodations in the heart of everything. "
United States
Maryann
Brass Key Guesthouse - Adults Only
Exterior
The Bradford

The Bradford

2.5 star property
21.7 km from Pleasant Point
9.4 out of 10, Exceptional, (218)
"Location was great. Just one block from to all shops, restaurants etc in Provincetown, without the noise."
United States
Phyllis
The price is AU$319
includes taxes & fees
7 Dec - 8 Dec
The Bradford
Men's 1 double bed, Shared Bathroom
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)
"We are planing to go back again."
United States
Steve
The price is AU$322
includes taxes & fees
19 Dec - 20 Dec
Crew's Quarters Boarding House Caters to Men
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.
View all properties

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

Cape Colony Inn

Cape Colony Inn

10/10 Excellent
"The staff was great! The rooms are updated, and the price is more than reasonable for ptown. "
Nikkilee 2-night trip
Posted 2 days ago
Cape Colony Inn

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 15 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.