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Our top choices for Pleasant Point hotels

Chatham Wayside Inn

Chatham Wayside Inn
4.0 star property
16.2 mi from Pleasant Point
9.2 out of 10, Wonderful, (658 reviews)
"Great place to spend a winter weekend!"
United States
Patricia
$197 nightly
The price is $225
Apr 26 - Apr 27
Total with taxes and fees
Chatham Wayside Inn

Breakwater Hotel

Breakwater Hotel
2.5 star property
13.2 mi from Pleasant Point
9.6 out of 10, Exceptional, (643 reviews)
"Clean updated rooms, friendly staff! "
United States
Erin
$109 nightly
The price is $125
Apr 30 - May 1
Total with taxes and fees
Breakwater Hotel

Sesuit Harbor House

Sesuit Harbor House
3.0 star property
14.4 mi from Pleasant Point
9.6 out of 10, Exceptional, (178 reviews)
"Loved the location and the staff!"
United States
Vince
$162 nightly
The price is $186
Apr 27 - Apr 28
Total with taxes and fees
Sesuit Harbor House

Sea Meadow Inn

Sea Meadow Inn
3.5 star property
12.2 mi from Pleasant Point
10.0 out of 10, Exceptional, (15 reviews)
"Wonderful stay! Great breakfast options with kitchen made fresh savory/sweet breakfast."
United States
Yunfan
$297 nightly
The price is $340
May 3 - May 4
Total with taxes and fees
Sea Meadow Inn

Chatham Tides

Chatham Tides
2.5 star property
16.9 mi from Pleasant Point
9.4 out of 10, Exceptional, (683 reviews)
"Amazing view, easy parking, beach is right there!"
United States
Molly
$199 nightly
The price is $228
Apr 27 - Apr 28
Total with taxes and fees
Chatham Tides

Winstead Inn

Winstead Inn
4.0 star property
16 mi from Pleasant Point
9.4 out of 10, Exceptional, (128 reviews)
"Great Location, Hotel was very clean and staff very nice."
United States
Erik
$175 nightly
The price is $200
Apr 25 - Apr 26
Total with taxes and fees
Winstead Inn

Pelham on Earle

Pelham on Earle
3.0 star property
17.8 mi from Pleasant Point
9.4 out of 10, Exceptional, (73 reviews)
"Lovely hotel with a good restaurant and walking distance to beach."
United States
Kathleen
$148 nightly
The price is $169
Apr 28 - Apr 29
Total with taxes and fees
Pelham on Earle

Whalewalk Inn and Spa

Whalewalk Inn and Spa
3.5 star property
7.6 mi from Pleasant Point
10.0 out of 10, Exceptional, (87 reviews)
"Great stay also amazing breakfast "
United States
Matthew
$225 nightly
The price is $257
May 18 - May 19
Total with taxes and fees
Whalewalk Inn and Spa

Dune Crest Hotel

Dune Crest Hotel
2.0 star property
11 mi from Pleasant Point
8.8 out of 10, Excellent, (1,000 reviews)
"Excellent Dog friendly stay! "
United States
Maria
$98 nightly
The price is $112
May 17 - May 18
Total with taxes and fees
Dune Crest Hotel

Wequassett Resort and Golf Club

Wequassett Resort and Golf Club
5.0 star property
13.1 mi from Pleasant Point
9.4 out of 10, Exceptional, (246 reviews)
"The staff is amazing, they are kind and always looking for ways to help and make you feel welcome."
United States
Karla
$309 nightly
The price is $353
Apr 27 - Apr 28
Total with taxes and fees
Wequassett Resort and Golf Club

Brewster by the Sea Inn

Brewster by the Sea Inn
4.0 star property
12.6 mi from Pleasant Point
9.8 out of 10, Exceptional, (173 reviews)
"Perfect stay! Amy was so friendly & made a delicious breakfast! The room was big & clean with Cape cod charm. We had the best time & would definitely stay there again! "
United States
Michelle
$324 nightly
The price is $371
Apr 25 - Apr 26
Total with taxes and fees
Brewster by the Sea Inn

Rodeway Inn Orleans - Cape Cod

Rodeway Inn Orleans - Cape Cod
2.0 star property
8.2 mi from Pleasant Point
8.2 out of 10, Very Good, (807 reviews)
"Great stay, friendly staff "
United States
Dmytro
$111 nightly
The price is $127
Apr 26 - Apr 27
Total with taxes and fees
Rodeway Inn Orleans - Cape Cod

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, (1,002 reviews)
"Amazing experience! Highly recommended. "
United States
Shima
$202 nightly
The price is $231
Apr 26 - Apr 27
Total with taxes and fees
The Mansion at Ocean Edge

Olde Tavern Motel And Inn

Olde Tavern Motel And Inn
2.5 star property
8.9 mi from Pleasant Point
9.4 out of 10, Exceptional, (237 reviews)
"Spacious room, clean and comfortable. It's centrally located to explore whole cape cod."
Germany
Steven
$104 nightly
The price is $119
May 3 - May 4
Total with taxes and fees
Olde Tavern Motel And Inn

Chatham Seafarer Inn

Chatham Seafarer Inn
3.5 star property
15.7 mi from Pleasant Point
9.0 out of 10, Wonderful, (319 reviews)
"Lovely place to stay. The rooms were comfortable, beds very nice and the staff was great. A charming place to stay"
Canada
Virginia
$154 nightly
The price is $176
May 11 - May 12
Total with taxes and fees
Chatham Seafarer Inn

Isaiah Hall Bed & Breakfast Inn

Isaiah Hall Bed & Breakfast Inn
3.0 star property
15.2 mi from Pleasant Point
9.6 out of 10, Exceptional, (123 reviews)
"Wonderful stay "
Canada
Jake
$256 nightly
The price is $293
May 1 - May 2
Total with taxes and fees
Isaiah Hall Bed & Breakfast Inn

Blue Sea Motor Inn

Blue Sea Motor Inn
2.0 star property
12.8 mi from Pleasant Point
8.4 out of 10, Very Good, (1,000 reviews)
"Great vintage motel, clean comfortable with great beach access."
United States
Melanie
$122 nightly
The price is $140
May 12 - May 13
Total with taxes and fees
Blue Sea Motor Inn

Chatham Bars Inn

Chatham Bars Inn
5.0 star property
15.9 mi from Pleasant Point
9.2 out of 10, Wonderful, (820 reviews)
"Spa suite was awesome after we were changed from 603 (that had a generator outside the wall of the bedroom) to 604 (that had a serene view of the Zen garden), food was delicious but expensive, and staff was courteous. We were there off season, everything closed in the area, so nothing to do outside the hotel. "
United States
Annette
$376 nightly
The price is $430
Apr 26 - Apr 27
Total with taxes and fees
Chatham Bars Inn

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, (452 reviews)
"Best place in Ptown!"
United States
Paul
$204 nightly
The price is $233
Apr 26 - Apr 27
Total with taxes and fees
Brass Key Guesthouse - Adults Only

Greyfinch Chatham Inn

Greyfinch Chatham Inn
3.0 star property
15.6 mi from Pleasant Point
8.8 out of 10, Excellent, (254 reviews)
"Wonderful place to stay"
United States
John
$142 nightly
The price is $162
May 6 - May 7
Total with taxes and fees
Greyfinch Chatham Inn
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.

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 Wellfleet Harbor Actors Theater and Cape Cod National Seashore.

Top Pleasant Point Hotel Reviews

Frequently asked questions

What other neighbourhoods are similar to Pleasant Point?
The best areas that offer a similar experience to Pleasant Point are the nearby coastal towns of Chatham and Harwich Port.

Chatham, located on the elbow of Cape Cod, offers a classic New England coastal town feel, similar to Pleasant Point. Its main street, Main Street, is lined with local shops, art galleries, and restaurants, leading down to the Chatham Lighthouse. The town is known for its beautiful beaches, like Lighthouse Beach, and its active fishing port, providing a picturesque setting for couples and those seeking a relaxing getaway.

Harwich Port, also on Cape Cod, provides a quieter, yet still well-appointed, coastal experience. The village center along Main Street features a collection of boutiques and dining options. It's particularly appealing for families due to its many calm, sandy beaches along Nantucket Sound, such as Bank Street Beach, which are ideal for swimming and sunbathing.
What are the best hotels in Pleasant Point that travelers recommend?
Two of the best hotels in Pleasant Point that receive consistently high recommendations from travelers are Endless Coast, A Boutique Hotel and The Even'tide.

Endless Coast, A Boutique Hotel, with a 9.0 rating, is praised by guests for its comfortable and clean rooms, which feature Egyptian cotton sheets, premium bedding, and designer toiletries. The hotel also offers air conditioning, resort views, and an indoor pool. It is conveniently located near several beaches, including Great Pond Beach, just 1.2 miles away.

Another highly recommended option is The Even'tide, which has a 9.2 rating. Guests frequently highlight the exceptional staff and the nice, comfortable rooms that include a big fridge. The hotel boasts a lovely indoor pool, along with amenities such as a sofa bed, pool toys, and a playground for children. It is situated a short distance from Marconi Beach, at 1.2 miles, and Lieutenant Island, at 1.6 miles.
What are the best family hotels in Pleasant Point?
For the best family hotels in Pleasant Point, consider The Even'tide and Endless Coast, A Boutique Hotel.

The Even'tide, with an excellent 9.2 rating, offers a wide array of amenities specifically designed for families, including toys for babies and children, pool toys, and a playground. Guests frequently describe the rooms as nice and comfortable, the indoor pool as lovely, and the staff as exceptional. It is conveniently located near Marconi Beach and Lieutenant Island.

Another great option is Endless Coast, A Boutique Hotel, which has a 9.0 rating. This hotel provides free rollaway and extra beds, an indoor pool, and rooms with furnished balconies or patios. Guests consistently praise the comfortable and clean rooms and its great location, which is just over a mile from a local beach and Great Pond Beach.
What are the best spa hotels in Pleasant Point?
For a highly-rated spa hotel in Pleasant Point, consider Endless Coast, A Boutique Hotel.

This hotel, with an excellent 9.0 rating, offers a relaxing experience with amenities such as massage services and an indoor pool. Guests can also enjoy the terrace, deck, or patio, with some rooms featuring a furnished balcony or patio for added comfort. The hotel also provides pool sun loungers, superb for unwinding. Guests consistently praise the comfortable and clean rooms and its great location.
What are the top pet-friendly hotels in Pleasant Point?
For a top pet-friendly hotel in Pleasant Point, consider the Endless Coast, A Boutique Hotel.

The Endless Coast, A Boutique Hotel, with a 9.0 rating, is an excellent option for travelers with pets. This hotel specifically permits dogs and even offers a dedicated dog exercise area, ensuring your furry companion has space to play. It is conveniently located near several beaches, with a main beach just 1.1 miles away and Great Pond Beach 1.2 miles away, making it easy to enjoy walks with your pet. Guests frequently praise the comfortable and clean rooms and the overall great location.
What are the best budget hotels in Pleasant Point?
For budget-friendly accommodations in Pleasant Point, consider Endless Coast, A Boutique Hotel and The Even'tide.

Endless Coast, A Boutique Hotel, with a 9.0 rating, offers comfortable and clean rooms and is praised for its great location. Guests can enjoy amenities such as free WiFi, free self-parking, and an indoor pool. The hotel also provides complimentary toiletries and bicycles for exploring. It is conveniently located near several beaches, including Great Pond Beach, just 1.2 miles away, and Mayo Beach, 1.7 miles away.

Another excellent option is The Even'tide, which has a 9.2 rating. Guests frequently highlight the nice and comfortable rooms, the large fridge, and the lovely indoor pool. The staff are described as exceptional. This hotel provides free WiFi, complimentary toiletries, and free self-parking. Families will appreciate the children's games, toys, pool toys, and a playground. Points of interest like White Cedar Swamp are only 0.7 miles away, and Marconi Beach is 1.2 miles from the hotel.
What are the best hotels in Pleasant Point near Marconi Beach?
For hotels in Pleasant Point near Marconi Beach, The Even'tide is a highly-rated option.

The Even'tide, with an excellent 9.2 rating, is conveniently located just 1.2 miles from Marconi Beach. This hotel is particularly well-suited for families, offering a range of amenities including a pool, a playground, and various toys for children and babies, such as beach toys and pool toys. Guests frequently describe the rooms as nice and comfortable, and appreciate the large fridge in the rooms. The indoor pool is also a popular feature, and the staff consistently receive praise for being exceptional.
When is the best time to go to Pleasant Point?
The best time to go to Pleasant Point is during the late spring, from May to early June, or in the early fall, from September to mid-October. These periods offer pleasant weather and fewer crowds.

May and early June provide comfortable temperatures, typically ranging from the mid-60s to low 70s Fahrenheit, making it ideal for exploring the coastal areas and enjoying outdoor activities before the peak summer rush. You'll find that many seasonal businesses are open, but the beaches and attractions are not yet at their busiest. This is a great time for couples who enjoy scenic walks and dining without the summer crowds.

Early fall, from September to mid-October, brings similarly enjoyable weather, with temperatures often in the high 60s. The ocean water remains warm enough for swimming, and the foliage begins to change, offering picturesque views, particularly along the scenic drives.
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.
How can I save on a Pleasant Point hotel booking with Expedia?
One Key™ - Expedia's free travel rewards program - gives you instant access to perks and Member Prices on Pleasant Point hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings.

*OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Pleasant Point hotel?
Prices for hotels in Pleasant Point often vary, but you can find a great deal on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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