A boat on a calm river, a large house with a red roof, and dense greenery in the background.

Find Hotels with Bar in Chatham, MA from CA $174

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Check availability on Chatham Hotels with Bar

Tonight
Sep 10 - Sep 11
Tomorrow
Sep 11 - Sep 12
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

Our top choices for Chatham hotels with a bar

A pathway leading to a beach with boats in the background and a building with a tower.
A hotel entrance with a sign reading "Chatham Bars Inn Cape Cod".
A deck with white Adirondack chairs and a small round table, overlooking a beach and ocean.
A resort pool with multiple sun loungers and umbrellas, surrounded by beach views and boats.

1. Chatham Bars Inn

Chatham Bars Inn
Chatham
United States
Yousuf Hussain
CA $735
CA $841 total
includes taxes & fees
Oct 12 - Oct 13
Chatham Bars Inn
A sandy beach path with a wooden fence leading to the ocean, under a partly cloudy sky.
A restaurant with long communal tables and booths, large windows, and a view of buildings outside.
A living room with wicker furniture, a fireplace, and a staircase.
An outdoor seating area with tables and chairs, a sign for 'Wild Goose Tavern', and large windows.

2. Chatham Wayside Inn

Chatham Wayside Inn
Chatham
United States
Nicole Ann
CA $496
CA $627 total
includes taxes & fees
Sep 27 - Sep 28
Chatham Wayside Inn
A backyard with a fire pit, outdoor seating, string lights, and a hammock.
A modern living room with a large blue sectional sofa, a woven coffee table, and a large window offering a view of the street.
A pool area with lounge chairs, a hot tub, and string lights.
A room with arcade games, a TV, a large window, and a plant.

3. Dennis Port Surf Club (Boutique Hotel)

Dennis Port Surf Club (Boutique Hotel)
Dennis Port
United States
Heather
CA $136
CA $155 total
includes taxes & fees
Sep 15 - Sep 16
Dennis Port Surf Club (Boutique Hotel)
An outdoor patio with tables and chairs, umbrellas, and a view of the ocean.
A modern kitchen with a large island, wooden cabinets, a white refrigerator, and pendant lighting.
A restaurant with brick arches, wooden tables, and chairs. There is a bar area with bottles and a television screen.
Three children playing in shallow water on a beach.

4. The Villages at Ocean Edge

The Villages at Ocean Edge
Brewster
United States
neera
CA $195
CA $287 total
includes taxes & fees
Sep 27 - Sep 28
The Villages at Ocean Edge
A wooden deck with a table and two green chairs, overlooking a beach with a fence and a building in the background.
A large beachfront property with a pool, outdoor seating, and a covered patio.
A beachside property with a white fence, a staircase leading to a balcony, and a sandy beach.
An aerial view of a coastal resort with a large building featuring a swimming pool, beach access, and a rocky shoreline.

5. The Corsair & Cross Rip Oceanfront Resort

The Corsair & Cross Rip Oceanfront Resort
Dennis Port
United States
John
CA $123
CA $153 total
includes taxes & fees
Sep 23 - Sep 24
The Corsair & Cross Rip Oceanfront Resort
A balcony with wicker furniture, a table with a vase and wine glass, and a view of the sea.
A pool area with lounge chairs and a fire pit, surrounded by stone walls and potted plants.
A room with a view of the sea, featuring a sofa, two chairs, a small table with a vase and a bottle, and a patterned carpet.
A sunlit room with a view of the sea, featuring a sofa, a round table, and a chair.

6. Wequassett Resort and Golf Club

Wequassett Resort and Golf Club
Harwich
United States
Lisa
CA $836
CA $1,024 total
includes taxes & fees
Sep 21 - Sep 22
Wequassett Resort and Golf Club
A two-story house with a covered porch, a brick pathway leading to the entrance, and a well-maintained lawn.
A wooden boardwalk leading to a covered area with a view of the sunset over the ocean.
A spacious indoor dining area with multiple tables and wicker chairs, large windows with decorative plates, and an exit sign.
A bedroom with a large bed, two wall-mounted picture frames, a window with a view, and a wicker chair.

7. Charm on Main by Ocean Edge

Charm on Main by Ocean Edge
Sea Pines
United States
Kathleen
CA $256
CA $293 total
includes taxes & fees
Sep 14 - Sep 15
Charm on Main by Ocean Edge
A two-story house with a front porch, a mailbox, and a well-maintained garden.
A hotel room with a bed, a bench, a desk, a microwave, and a television.
A modern interior with a wooden floor, a blue and white patterned wall, a large painting, and a bar area with a blue marble backsplash.
A covered porch with white Adirondack chairs, a trash can, and a door marked with the number 9.

8. Pelham on Earle

Pelham on Earle
West Harwich
United States
Kremena
CA $330
CA $415 total
includes taxes & fees
Sep 17 - Sep 18
Pelham on Earle
A large, red-roofed building with a stone facade, surrounded by well-maintained gardens and a cobblestone driveway.
A rooftop bar with outdoor seating and a view of the water.
A beach with numerous blue umbrellas and lounge chairs.
An outdoor bar area with multiple screens displaying sports, surrounded by patrons.

9. The Mansion at Ocean Edge

The Mansion at Ocean Edge
Brewster
United States
Karen
CA $341
CA $469 total
includes taxes & fees
Sep 27 - Sep 28
The Mansion at Ocean Edge
A large, multi-story beachfront hotel with a prominent balcony and multiple windows.
A waterfront property with outdoor seating, a long pathway, and a view of the sea.
A clear swimming pool with blue chairs and umbrellas, a building with blue shutters, and a clear sky.
A beachfront property with a large building, a sandy beach, and a rocky shoreline.

10. Lighthouse Inn

Lighthouse Inn
West Dennis
United States
Craig
CA $196
CA $224 total
includes taxes & fees
Sep 21 - Sep 22
Lighthouse Inn
View all properties

Top Chatham Hotel Reviews

Bayside Resort Hotel

Bayside Resort Hotel

10/10 Excellent
"Loved it"
Anoop 2-night trip
Posted 1 hour ago
Bayside Resort Hotel
Hyannis Harbor Hotel

Hyannis Harbor Hotel

10/10 Excellent
"This was amazing! From the moment we walked in the lobby we felt so welcome! We booked a king room with a pullout couch for the 5 of us, 2 adults and 3 kids and the woman at the front desk asked if we would prefer 2 queen beds instead bc there was more room for the 5 of us to sleep on. We accepted and we were so grateful. The beds were so comfortable. The people are so polite, beautiful room, AMAZING location! We spent a little more than we wanted on this trip for the room but it was worth it 10000%. My daughter fell and got hurt and an employee asked was asking if she was ok. She said if you need anything please let us know. We walked back to our room and sat my daughter down and decided to call and ask the front desk if they had ice packs and someone brought ice to our room, bandaids and water bottles, and asked if we needed anything else. Staff was amazing! I felt safe here. The only thing I didnt like was that there were so many stairs. There were different levels. That was the only negative thing I have to say about this place! Will definitely be coming back!!!"
Sean 2-night trip
Posted 9 hours ago
Hyannis Harbor Hotel
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent
"Beautiful and uniquely decorated hotel. It was perfect for a mother daughter girls getaway! Close drive to the ferry and restaurants!"
Melinda 3-night trip
Posted 10 hours ago
Uncommoner Hotel by Reverie Boutique Collection
Chatham Bars Inn

Chatham Bars Inn

10/10 Excellent
"Exceptional"
Thomas 1-night trip
Posted 1 day ago
Chatham Bars Inn
Chatham Wayside Inn

Chatham Wayside Inn

10/10 Excellent
"Amazing stay!!"
Ashley 1-night trip
Posted 2 days ago
Chatham Wayside Inn
Pleasant Bay Village Resort

Pleasant Bay Village Resort

10/10 Excellent
"A wonderful place to stay in Chatham. Literally a five minute drive to the pier fish market, Main Street and the beach. Check in was easy and the staff person was very helpful in pointing out places to eat and places to go both in Chatham and nearby Orleans. The room was very clean, spacious and the turn down service was excellent. They have a great pool and hot tub. They also have a koi fish pond that is beautiful. We especially enjoyed the outdoor tables in the courtyards of each area. We were able to bring back lobster rolls from the fish market and enjoy a nice al fresco dinner. We then ran into the cleaning who offered to take our garbage from us, which was so helpful as it prevented us from stinking up the room. I would definitely recommend this resort to anyone staying n Chatham. Well worth it!"
Kimberly 4-night trip
Posted 11 days ago
Pleasant Bay Village Resort

Frequently asked questions

Searching for hotels with bars in Chatham?
Chatham features 353 properties to choose from, and likely many will have a bar where you can enjoy drink after a day of exploring. While you're here, consider a visit to Chatham Lighthouse and Chatham Lighthouse Beach.
What are the best hotels with bars in Chatham?
Here's a few of the top Chatham accommodations with bars: Chatham Bars Inn: Resort with restaurant. Enjoy the bar, free WiFi, and free parking. Chatham Wayside Inn: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi.
What is there to do in Chatham?
In the area, you can visit Chatham Lighthouse, Chatham Lighthouse Beach, and Hardings Beach, then find a cozy spot for a nightcap. Other places to see include Ridgevale Beach and Cape Cod Beaches. Chatham is recognized for its popular beaches.
When is the best time to visit Chatham?
Visiting local bars in Chatham is better when you know what the weather holds. These rainfall averages and temperatures can help you decide the best time for bar hopping. The hottest months are usually August and July with an average temp of 67°F, while the coldest months are February and January with an average of 38°F. Average annual precipitation for Chatham is 54 inches.
How can I get to Chatham and around the area?
Here are some of your transportation choices in and around Chatham: Fly into Hyannis, MA (HYA-Barnstable Municipal), which is located 16.8 mi (27 km) away from the heart of the city. Otherwise, look for flights into Nantucket, MA (ACK-Nantucket Memorial), which is 29.9 mi (48.1 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.

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