Hotels in Pleasant Point

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

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
6 Oct - 7 Oct
Tomorrow
7 Oct - 8 Oct
This weekend
10 Oct - 12 Oct
Next weekend
17 Oct - 19 Oct

Filter by

Guest rating
Guest rating
Star rating

Top 10 Hotels in Pleasant Point

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, (212)
"Beach view, indoor and outdoor pools, very helpful front staff."
The price is S$218
includes taxes & fees
7 Oct - 8 Oct
The Corsair & Cross Rip Oceanfront Resort
Chatham Wayside Inn
Beach nearby

Chatham Wayside Inn

4.0 star property
9.2 out of 10, Wonderful, (570)
"Great hotel, great locatiion"
Chatham Wayside Inn
Holiday Hill Inn & Suites
Reception

Holiday Hill Inn & Suites

2.0 star property
8.4 out of 10, Very good, (950)
"Clean, easy check in, stay here often"
The price is S$149
includes taxes & fees
7 Oct - 8 Oct
Holiday Hill Inn & Suites
The Provincetown Inn
Aerial view

The Provincetown Inn

3.0 star property
8.0 out of 10, Very good, (1003)
"Stunning location"
The price is S$220
includes taxes & fees
2 Nov - 3 Nov
The Provincetown Inn
Sandcastle Resort and Club
Property grounds

Sandcastle Resort and Club

3.0 star property
7.4 out of 10, Good, (1112)
"Clean room, staff was friendly."
The price is S$145
includes taxes & fees
7 Oct - 8 Oct
Sandcastle Resort and Club
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, (820)
"Very much a welcoming environment with amazing staff, really good food, and amenities."
The price is S$967
includes taxes & fees
30 Oct - 31 Oct
Crowne Pointe Historic Inn & Spa - Adults Only
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, (1003)
"The hotel suited our needs perfectly. We would stay there again."
Harbor Hotel Provincetown
Awol
Premium bedding, free WiFi, bed sheets

Awol

3.0 star property
9.4 out of 10, Exceptional, (319)
"Really enjoyed our stay here, hope to come back soon!"
The price is S$260
includes taxes & fees
14 Oct - 15 Oct
Awol
Blue Sea Motor Inn
Private beach

Blue Sea Motor Inn

2.0 star property
8.4 out of 10, Very good, (1013)
"Decent room for the price."
The price is S$173
includes taxes & fees
7 Oct - 8 Oct
Blue Sea Motor Inn
Chatham Tides
1 bedroom, premium bedding, down duvets, iron/ironing board

Chatham Tides

2.5 star property
9.4 out of 10, Exceptional, (633)
"Chatham tides was the perfect place to stay! It was so relaxing and peaceful and the staff was so kind!!"
The price is S$224
includes taxes & fees
2 Nov - 3 Nov
Chatham Tides
Pleasant Bay Village Resort
Outdoor pool

Pleasant Bay Village Resort

3.0 star property
9.6 out of 10, Exceptional, (295)
"Beautiful place to stay!"
The price is S$346
includes taxes & fees
8 Oct - 9 Oct
Pleasant Bay Village Resort
Breakwater Hotel
Lobby

Breakwater Hotel

2.5 star property
9.6 out of 10, Exceptional, (598)
"Staff were friendly and helpful. Good breakfast selection."
The price is S$146
includes taxes & fees
3 Nov - 4 Nov
Breakwater Hotel
Ellery Hotel Provincetown
Lobby

Ellery Hotel Provincetown

4.0 star property
9.4 out of 10, Exceptional, (371)
"Great location lovely staff "
The price is S$316
includes taxes & fees
7 Oct - 8 Oct
Ellery Hotel Provincetown
Surfside Inn Chatham
Porch

Surfside Inn Chatham

2.5 star property
8.0 out of 10, Very good, (157)
"Staff was great and the room was exactly what I needed. Highly recommend staying "
The price is S$295
includes taxes & fees
7 Oct - 8 Oct
Surfside Inn Chatham
Dune Crest Hotel
Rollaway beds, bed sheets

Dune Crest Hotel

2.0 star property
8.8 out of 10, Excellent, (1009)
"Great weekend getaway "
The price is S$184
includes taxes & fees
7 Oct - 8 Oct
Dune Crest Hotel
Surfside Hotel and Suites
Private beach, sun-loungers, beach umbrellas, beach towels

Surfside Hotel and Suites

2.5 star property
8.6 out of 10, Excellent, (1000)
"We always love staying here for its proximity to town and excellent views on the beach as well as being dog friendly"
Surfside Hotel and Suites
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, (842)
"Very close to great beaches and restaurants"
The price is S$174
includes taxes & fees
26 Oct - 27 Oct
Four Points by Sheraton Eastham Cape Cod
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, (184)
"Our room had an wonderful Ocean View. The room was excellent and meals were awesome. Staff were very helpful. We will be going back next year!"
The price is S$280
includes taxes & fees
19 Oct - 20 Oct
By the Sea Guests Bed & Breakfast & Suites
The Bradford
Exterior

The Bradford

2.5 star property
9.4 out of 10, Exceptional, (204)
"Love the place, perfect location, clean, comfy bed. Great fire place out front. "
The price is S$237
includes taxes & fees
7 Oct - 8 Oct
The Bradford
The Masthead Resort
Sun deck

The Masthead Resort

2.5 star property
8.2 out of 10, Very good, (486)
"We loved our stay there! "
The price is S$220
includes taxes & fees
7 Oct - 8 Oct
The Masthead Resort
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

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

Dune Crest Hotel

Dune Crest Hotel

10/10 Excellent
"Yes, this hotel is very pet friendly. There is a fenced in area for dogs to run free, and plenty of space to walk on leash. The parking is very safe. It's a beautiful area and the hotel sits on top of a dune, so the view is gorgeous. "
Sheila 1-night trip
Posted 2 days ago
Dune Crest Hotel

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 11 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.