Hotels in Pleasant Point

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20 Nov - 21 Nov
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21 Nov - 22 Nov
This weekend
21 Nov - 23 Nov
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28 Nov - 30 Nov

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Top 10 Hotels in Pleasant Point

Beach nearby
Chatham Wayside Inn

Chatham Wayside Inn

4.0 star property
26 km from Pleasant Point
9.2 out of 10, Wonderful, (592)
"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
The price is S$281
includes taxes & fees
4 Dec - 5 Dec
Chatham Wayside Inn
Indoor pool, 2 outdoor pools, pool umbrellas, pool loungers
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, (221)
"very peaceful, excellent staff, clean room, and close to good restaurants."
United States
Pauline
The price is S$178
includes taxes & fees
27 Nov - 28 Nov
The Corsair & Cross Rip Oceanfront Resort
Lobby
Breakwater Hotel

Breakwater Hotel

2.5 star property
21.2 km from Pleasant Point
9.6 out of 10, Exceptional, (622)
"We loved our stay, perfect room perfect location. perfect for pups"
United States
Doreen
The price is S$118
includes taxes & fees
1 Dec - 2 Dec
Breakwater Hotel
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, (834)
"Excellent Inn, great Spa, solid food!"
United States
alex
Crowne Pointe Historic Inn & Spa - Adults Only
1 bedroom, premium bedding, down duvets, iron/ironing board
Chatham Tides

Chatham Tides

2.5 star property
27.1 km from Pleasant Point
9.4 out of 10, Exceptional, (660)
"We loved it so much that we will definitely going back. "
United States
Faith
The price is S$227
includes taxes & fees
1 Dec - 2 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, (381)
"Great location lovely staff "
United States
Kathleen
The price is S$226
includes taxes & fees
23 Nov - 24 Nov
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, (851)
"Perfect overnight stay in every way!"
United States
Debra
The price is S$176
includes taxes & fees
25 Nov - 26 Nov
Four Points by Sheraton Eastham Cape Cod
Property grounds
Sandcastle Resort and Club

Sandcastle Resort and Club

3.0 star property
20.6 km from Pleasant Point
7.4 out of 10, Good, (1142)
"Right on the beach, outstanding room/views"
United States
Kris
The price is S$147
includes taxes & fees
24 Nov - 25 Nov
Sandcastle Resort and Club
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 S$357
includes taxes & fees
1 Dec - 2 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, (795)
"Great accommodation and staff."
United States
Michael
The price is S$408
includes taxes & fees
2 Dec - 3 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, (1002)
"Clean rooms, friendly staff, convenient location and nice breakfast. "
United States
Christopher
The price is S$118
includes taxes & fees
26 Nov - 27 Nov
Cape Colony Inn
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, (492)
"We loved our stay there! "
United States
Remy
The price is S$243
includes taxes & fees
22 Nov - 23 Nov
The Masthead Resort
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, (440)
"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
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, (837)
"Staff was super friendly and helpful! Breakfast was delicious and the room was very cozy."
United States
Victoria
The price is S$178
includes taxes & fees
22 Nov - 23 Nov
The Revere Guest House
Exterior
Charm on Main

Charm on Main

2.5 star property
16.8 km from Pleasant Point
10.0 out of 10, Exceptional, (1)
"Cute place. Love the decor in the main house and room. Nice that they had water and snacks available at any time. Loved spending time on the big porch and in the rocking chairs. "
United States
Beth
The price is S$375
includes taxes & fees
22 Nov - 23 Nov
Charm on Main
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, (445)
"Beautiful accommodations in the heart of everything. "
United States
Maryann
Brass Key Guesthouse - Adults Only
1 bedroom, premium bedding, individually decorated
Mercury Hotel Provincetown

Mercury Hotel Provincetown

3.0 star property
21.7 km from Pleasant Point
9.0 out of 10, Wonderful, (466)
"Quaint little hotel with great service. Right in the middle of everything with friendly staff. "
United States
Harry
Mercury Hotel Provincetown
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
Poolside bar
The Villages at Ocean Edge

The Villages at Ocean Edge

3.5 star property
16.6 km from Pleasant Point
8.4 out of 10, Very good, (1003)
"We loved the room we stayed in and will return again next time we go to the Cape"
United States
Robert A
The price is S$248
includes taxes & fees
25 Nov - 26 Nov
The Villages at Ocean Edge
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 S$276
includes taxes & fees
4 Dec - 5 Dec
The Bradford
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

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

Breakwater Hotel

Breakwater Hotel

10/10 Excellent
"All was great."
Rebecca 2-night trip
Posted 4 days ago
Breakwater Hotel

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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 14 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.