Hotels in Pleasant Point

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Top 10 Hotels in Pleasant Point

Surfside Inn Chatham

2.5 star property
7.8 out of 10, Good, (134)
"A beautiful inn on a quiet street! "
The price is S$309
includes taxes & fees
29 Jun - 30 Jun
Surfside Inn Chatham

The Hawthorne

2.0 star property
9.4 out of 10, Exceptional, (179)
"The Hawthorne: A peaceful, pleasant, and perfect place from which to explore the Cape for first timers like us."
The price is S$639
includes taxes & fees
22 Jun - 23 Jun
The Hawthorne

Chatham Bars Inn

5.0 star property
9.2 out of 10, Wonderful, (767)
"The atmosphere and views are breathtaking. The staff was extremely cordial and doted over us while we celebrated our 50th anniversary. "
The price is S$1,004
includes taxes & fees
9 Jul - 10 Jul
Chatham Bars Inn

Chatham Wayside Inn

4.0 star property
9.2 out of 10, Wonderful, (505)
"Very nice and quiet place to stay"
Chatham Wayside Inn

Captain's House Inn

4.0 star property
9.8 out of 10, Exceptional, (185)
"Quiet and cozy room. Staff were great - helpful when I had questions. The breakfast was outstanding."
The price is S$581
includes taxes & fees
10 Jul - 11 Jul
Captain's House Inn

Old Harbor Inn

3.5 star property
9.6 out of 10, Exceptional, (158)
"Great place to stay!"
The price is S$734
includes taxes & fees
16 Jul - 17 Jul
Old Harbor Inn

Greyfinch Chatham Inn

3.0 star property
8.8 out of 10, Excellent, (221)
"Nicely-renovated motel accommodation. Spacious and clean. "
Greyfinch Chatham Inn

Nauset Beach Inn

3.0 star property
9.4 out of 10, Exceptional, (169)
"Beautiful views! Can’t wait to stay here again!"
The price is S$810
includes taxes & fees
23 Jun - 24 Jun
Nauset Beach Inn

Ship's Knees Inn

3.0 star property
8.8 out of 10, Excellent, (114)
"Excellent place to stay near beach."
The price is S$477
includes taxes & fees
17 Jul - 18 Jul
Ship's Knees Inn

The Chatham Motel

2.0 star property
9.2 out of 10, Wonderful, (608)
"Excellent stay. It met all of our needs for the holiday weekend."
The price is S$322
includes taxes & fees
26 Jun - 27 Jun
The Chatham Motel

Pleasant Bay Village Resort

3.0 star property
9.6 out of 10, Exceptional, (274)
"Clean and well maintained property "
The price is S$427
includes taxes & fees
23 Jun - 24 Jun
Pleasant Bay Village Resort

Wequassett Resort and Golf Club

5.0 star property
9.4 out of 10, Exceptional, (225)
"Great stay!"
Wequassett Resort and Golf Club

The Seagrove Suites & Guest Rooms

3.0 star property
9.2 out of 10, Wonderful, (121)
"We had a great time staying at the Seagrove! Our room was beautiful and well-appointed. We loved the pool and the various places to sit and relax outside "
The Seagrove Suites & Guest Rooms

Eagle Wing Inn - Cape Cod

3.0 star property
9.8 out of 10, Exceptional, (371)
"Friendly boutique hotel. Excellent location for all things Cape Cod!"
The price is S$303
includes taxes & fees
26 Jun - 27 Jun
Eagle Wing Inn - Cape Cod

Rodeway Inn Orleans - Cape Cod

2.0 star property
8.0 out of 10, Very good, (735)
"Great place for the soccer tournament."
The price is S$206
includes taxes & fees
23 Jun - 24 Jun
Rodeway Inn Orleans - Cape Cod

Chatham Tides

2.5 star property
9.4 out of 10, Exceptional, (588)
"Lovely location, great staff"
The price is S$634
includes taxes & fees
22 Jun - 23 Jun
Chatham Tides

Olde Tavern Motel And Inn

2.5 star property
9.4 out of 10, Exceptional, (191)
"Wonderful stay at this newly renovated property."
The price is S$235
includes taxes & fees
22 Jun - 23 Jun
Olde Tavern Motel And Inn

Whalewalk Inn and Spa

3.5 star property
10.0 out of 10, Exceptional, (71)
"This was a wonderful bed and breakfast. The food was amazing and the service was excellent, "
The price is S$400
includes taxes & fees
30 Jun - 1 Jul
Whalewalk Inn and Spa

Skaket Beach Motel

2.0 star property
9.2 out of 10, Wonderful, (394)
"Great place and location"
Skaket Beach Motel

Endless Dunes, A Modern Motel

2.0 star property
9.0 out of 10, Wonderful, (95)
"We had a wonderful time for the weekend on Cape Cod at Eastham. This little resort motel was wonderful because we were able to bring our dachshund. The room was clean, spacious and nicely appointed so we are coming back soon."
The price is S$263
includes taxes & fees
8 Jul - 9 Jul
Endless Dunes, A Modern Motel
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 for the activities you enjoy most.
Indian Neck Heights map

Indian Neck Heights

If you're spending some time in Indian Neck Heights, Indian Neck Beach and Cape Cod Beaches are top sights worth seeing.

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?

Wellfleet Historical Society ­Museum, Blue Heron Gallery and Left Bank Gallery are just a few of the places to visit in and around Pleasant Point. While you're out sightseeing, Indian Neck Beach and Lieutenant Island are a couple of additional sights to visit in Wellfleet.