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Top Trending Hotels Near Pleasant Point, Wellfleet

Beach nearby
Chatham Wayside Inn

Chatham Wayside Inn

4.0 star property
26 km from Pleasant Point
9.2 out of 10, Wonderful, (588)
"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
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 ฿3,722
฿4,259 total
includes taxes & fees
13 Nov - 14 Nov
The Corsair & Cross Rip Oceanfront Resort
Aerial view
The Provincetown Inn

The Provincetown Inn

3.0 star property
21.2 km from Pleasant Point
8.0 out of 10, Very good, (1001)
"One of my favorite places to stay when I’m in PTown. The staff is amazing, restaurant, bar onsite, shuttle service into town and within walking distance of all the fun things to do! 1st floor rooms could use some updating. "
United States
Sandra
The price is ฿5,534
฿7,445 total
includes taxes & fees
10 Nov - 11 Nov
The Provincetown 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, (831)
"Excellent Inn, great Spa, solid food!"
United States
alex
The price is ฿5,942
฿8,282 total
includes taxes & fees
1 Dec - 2 Dec
Crowne Pointe Historic Inn & Spa - Adults Only
Oceanfront Efficiency, 1 King Bed | 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, (651)
"Chatham Tides was a perfect place to stay in Cape Cod. The room was very cozy, clean and warm. Centrally located, wonderful staff to help you feel comfortable and welcomed. Will definitely try to come again and stay for a longer period. "
United States
Gasper
The price is ฿4,922
฿5,634 total
includes taxes & fees
1 Dec - 2 Dec
Chatham Tides
Lobby
Breakwater Hotel

Breakwater Hotel

2.5 star property
21.2 km from Pleasant Point
9.6 out of 10, Exceptional, (617)
"We loved our stay, perfect room perfect location. perfect for pups"
United States
Doreen
The price is ฿2,557
฿2,926 total
includes taxes & fees
30 Nov - 1 Dec
Breakwater Hotel
1 bedroom, blackout curtains, iron/ironing board, cots/infant beds
Harbor Hotel Provincetown

Harbor Hotel Provincetown

3.0 star property
21.2 km from Pleasant Point
8.0 out of 10, Very good, (1002)
"The dedication to room design and the details was divine."
United States
Lawrence
The price is ฿3,591
฿5,221 total
includes taxes & fees
10 Nov - 11 Nov
Harbor Hotel Provincetown
Lobby
Ellery Hotel Provincetown

Ellery Hotel Provincetown

4.0 star property
21.8 km from Pleasant Point
9.4 out of 10, Exceptional, (380)
"Staff super friendly. Great location. "
United States
Christopher
The price is ฿4,453
฿5,606 total
includes taxes & fees
23 Nov - 24 Nov
Ellery Hotel Provincetown
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, (1141)
"Very nice place in front of the beach, beautiful view whole year round ☀️🌊"
United States
Maria
The price is ฿3,175
฿3,634 total
includes taxes & fees
10 Nov - 11 Nov
Sandcastle Resort and Club
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, (846)
"Clean room, helpful staff, very comfortable "
United States
Mindy
The price is ฿3,819
฿4,371 total
includes taxes & fees
13 Nov - 14 Nov
Four Points by Sheraton Eastham Cape Cod
Private beach, sun-loungers, beach umbrellas, beach towels
Surfside Hotel and Suites

Surfside Hotel and Suites

2.5 star property
21.6 km from Pleasant Point
8.6 out of 10, Excellent, (1000)
"A nice place to stay in P-town and it's close to everything. The room is very clean and comfortable. Free parking adds to the connivence. "
United States
hong
The price is ฿4,954
฿6,967 total
includes taxes & fees
15 Nov - 16 Nov
Surfside Hotel and Suites
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, (1001)
"Very nice location to visit cape cod!"
United States
Andy
The price is ฿6,116
฿8,133 total
includes taxes & fees
1 Dec - 2 Dec
The Mansion at Ocean Edge
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)
"Stunning views "
United States
philip
The price is ฿5,113
฿6,498 total
includes taxes & fees
10 Nov - 11 Nov
The Masthead Resort
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)
"Excellent experience all around Gorgeous location and beautiful hotel Lively lobby "
United States
Montana
The price is ฿8,414
฿10,111 total
includes taxes & fees
12 Nov - 13 Nov
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 ฿2,880
฿3,296 total
includes taxes & fees
10 Nov - 11 Nov
Cape Colony Inn
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, (1001)
"Pretty grounds, clean rooms, many activities"
United States
Janet
The price is ฿4,369
฿6,112 total
includes taxes & fees
10 Nov - 11 Nov
The Villages at Ocean Edge
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, (443)
"Beautiful accommodations in the heart of everything. "
United States
Maryann
Brass Key Guesthouse - Adults Only
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, (439)
"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 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 ฿5,981
฿6,845 total
includes taxes & fees
4 Dec - 5 Dec
The Bradford
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 ฿8,330
฿9,534 total
includes taxes & fees
12 Nov - 13 Nov
Charm on Main
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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Hotels in Pleasant Point with a pool

Beach bar
Wequassett Resort and Golf Club
Wequassett Resort and Golf Club
5.0 star property
  • Pool
9.4 out of 10, Exceptional, (241)
Wequassett Resort and Golf Club
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Top guest rated hotels in Pleasant Point

Lobby
Breakwater Hotel
Breakwater Hotel
2.5 star property
    9.6 out of 10, Exceptional, (617)
    The price is ฿2,557
    ฿2,926 total
    includes taxes & fees
    30 Nov - 1 Dec
    Breakwater Hotel
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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 Mayo Beach, some noteworthy sights in the nearby area.

    Top Pleasant Point Hotel Reviews

    Brass Key Guesthouse - Adults Only

    Brass Key Guesthouse - Adults Only

    10/10 Excellent
    "Great staff, beautiful room, great amenities. I see why it’s such a popular place. "
    John 1-night trip
    Posted 1 day ago
    Brass Key Guesthouse - Adults Only

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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.