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Discover Pleasant Point hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Beach nearby
Chatham Wayside Inn

Chatham Wayside Inn

4.0 star property
16.2 mi 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
$196 nightly
The price is $224
Nov 23 - Nov 24
Total with taxes and fees
Chatham Wayside Inn
Indoor pool, 2 outdoor pools, pool umbrellas, sun loungers
The Corsair & Cross Rip Oceanfront Resort

The Corsair & Cross Rip Oceanfront Resort

2.5 star property
18.7 mi from Pleasant Point
8.6 out of 10, Excellent, (221)
"very peaceful, excellent staff, clean room, and close to good restaurants."
United States
Pauline
$115 nightly
The price is $132
Nov 12 - Nov 13
Total with taxes and fees
The Corsair & Cross Rip Oceanfront Resort
Aerial view
The Provincetown Inn

The Provincetown Inn

3.0 star property
13.2 mi 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
$220 nightly
The price is $252
Nov 11 - Nov 12
Total with taxes and fees
The Provincetown Inn
Outdoor spa tub
Crowne Pointe Historic Inn & Spa - Adults Only

Crowne Pointe Historic Inn & Spa - Adults Only

4.0 star property
13.5 mi from Pleasant Point
9.2 out of 10, Wonderful, (832)
"Excellent Inn, great Spa, solid food!"
United States
alex
$224 nightly
The price is $256
Dec 1 - Dec 2
Total with taxes and fees
Crowne Pointe Historic Inn & Spa - Adults Only
Oceanfront Efficiency, 1 King Bed | 1 bedroom, premium bedding, down comforters, iron/ironing board
Chatham Tides

Chatham Tides

2.5 star property
16.9 mi 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
$152 nightly
The price is $174
Dec 1 - Dec 2
Total with taxes and fees
Chatham Tides
Lobby
Breakwater Hotel

Breakwater Hotel

2.5 star property
13.1 mi from Pleasant Point
9.6 out of 10, Exceptional, (617)
"We loved our stay, perfect room perfect location. perfect for pups"
United States
Doreen
$79 nightly
The price is $90
Nov 30 - Dec 1
Total with taxes and fees
Breakwater Hotel
1 bedroom, blackout drapes, iron/ironing board, cribs/infant beds
Harbor Hotel Provincetown

Harbor Hotel Provincetown

3.0 star property
13.2 mi from Pleasant Point
8.0 out of 10, Very Good, (1002)
"The dedication to room design and the details was divine."
United States
Lawrence
$126 nightly
The price is $144
Nov 13 - Nov 14
Total with taxes and fees
Harbor Hotel Provincetown
Lobby
Ellery Hotel Provincetown

Ellery Hotel Provincetown

4.0 star property
13.5 mi from Pleasant Point
9.4 out of 10, Exceptional, (380)
"Staff super friendly. Great location. "
United States
Christopher
$151 nightly
The price is $173
Nov 23 - Nov 24
Total with taxes and fees
Ellery Hotel Provincetown
Property grounds
Sandcastle Resort and Club

Sandcastle Resort and Club

3.0 star property
12.8 mi 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
$98 nightly
The price is $112
Nov 23 - Nov 24
Total with taxes and fees
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
4.6 mi from Pleasant Point
8.2 out of 10, Very Good, (846)
"Clean room, helpful staff, very comfortable "
United States
Mindy
$118 nightly
The price is $135
Nov 14 - Nov 15
Total with taxes and fees
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
13.4 mi 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
$224 nightly
The price is $256
Nov 15 - Nov 16
Total with taxes and fees
Surfside Hotel and Suites
Terrace/patio
The Mansion at Ocean Edge

The Mansion at Ocean Edge

4.0 star property
9.9 mi from Pleasant Point
8.2 out of 10, Very Good, (1001)
"Very nice location to visit cape cod!"
United States
Andy
$245 nightly
The price is $275
Dec 1 - Dec 2
Total with taxes and fees
The Mansion at Ocean Edge
Sundeck
The Masthead Resort

The Masthead Resort

2.5 star property
13.3 mi from Pleasant Point
8.2 out of 10, Very Good, (492)
"Stunning views "
United States
philip
$178 nightly
The price is $201
Nov 11 - Nov 12
Total with taxes and fees
The Masthead Resort
Seasonal outdoor pool
Chatham Bars Inn

Chatham Bars Inn

5.0 star property
15.9 mi from Pleasant Point
9.2 out of 10, Wonderful, (795)
"Excellent experience all around Gorgeous location and beautiful hotel Lively lobby "
United States
Montana
$273 nightly
The price is $312
Nov 12 - Nov 13
Total with taxes and fees
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
13.5 mi from Pleasant Point
9.2 out of 10, Wonderful, (1002)
"Clean rooms, friendly staff, convenient location and nice breakfast. "
United States
Christopher
$89 nightly
The price is $102
Nov 11 - Nov 12
Total with taxes and fees
Cape Colony Inn
Poolside bar
The Villages at Ocean Edge

The Villages at Ocean Edge

3.5 star property
10.3 mi from Pleasant Point
8.4 out of 10, Very Good, (1001)
"Pretty grounds, clean rooms, many activities"
United States
Janet
$180 nightly
The price is $206
Nov 11 - Nov 12
Total with taxes and fees
The Villages at Ocean Edge
Terrace/patio
Brass Key Guesthouse - Adults Only

Brass Key Guesthouse - Adults Only

4.0 star property
13.5 mi from Pleasant Point
9.6 out of 10, Exceptional, (443)
"Beautiful accommodations in the heart of everything. "
United States
Maryann
$214 nightly
The price is $245
Nov 11 - Nov 12
Total with taxes and fees
Brass Key Guesthouse - Adults Only
Exterior
Anchor Inn Beach House

Anchor Inn Beach House

3.5 star property
13.4 mi 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
$183 nightly
The price is $210
Dec 11 - Dec 12
Total with taxes and fees
Anchor Inn Beach House
Exterior
The Bradford

The Bradford

2.5 star property
13.5 mi 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
$185 nightly
The price is $212
Dec 4 - Dec 5
Total with taxes and fees
The Bradford
Exterior
Charm on Main

Charm on Main

2.5 star property
10.5 mi 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
$251 nightly
The price is $288
Nov 12 - Nov 13
Total with taxes and fees
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 free breakfast

Lobby
Breakwater Hotel
Breakwater Hotel
2.5 star property
  • Breakfast included
9.6 out of 10, Exceptional, (617)
$79 nightly
The price is $90
Nov 30 - Dec 1
Total with taxes and fees
Breakwater Hotel
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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)
$368 nightly
The price is $421
Nov 20 - Nov 21
Total with taxes and fees
Wequassett Resort and Golf Club
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Top guest rated hotels in Pleasant Point

Deluxe Room | 1 bedroom, premium bedding, individually decorated
Mercury Hotel Provincetown
Mercury Hotel Provincetown
3.0 star property
    9.0 out of 10, Wonderful, (463)
    $102 nightly
    The price is $116
    Dec 10 - Dec 11
    Total with taxes and fees
    Mercury Hotel Provincetown
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    Where to stay in Pleasant Point

    Find the best Pleasant Point areas and neighborhoods for the activities you enjoy most.

    Indian Neck Heights

    Though Indian Neck Heights might not have many top sights, you can venture to the surrounding area to see attractions like Cape Cod National Seashore and Mayo Beach.

    Top Pleasant Point Hotel Reviews

    Four Points by Sheraton Eastham Cape Cod

    Four Points by Sheraton Eastham Cape Cod

    10/10 Excellent
    "Perfect overnight stay in every way!"
    Debra 1-night trip
    Posted 10 hours ago
    Four Points by Sheraton Eastham Cape Cod

    Frequently asked questions

    Can I cancel my hotel reservation on Expedia?
    You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Pleasant Point.
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    How much is the nightly rate at a Pleasant Point hotel?
    Hotel prices in Pleasant Point often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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