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 $153

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Check availability on Chatham Hotels with Bar

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

Our top choices for Chatham hotels with a bar

1. Chatham Bars Inn

Chatham Bars Inn
Chatham
United States
Yousuf Hussain
CA $737
CA $843 total
includes taxes & fees
Oct 12 - Oct 13
Chatham Bars Inn

2. Chatham Wayside Inn

Chatham Wayside Inn
Chatham
United States
Nicole Ann
CA $497
CA $629 total
includes taxes & fees
Sep 27 - Sep 28
Chatham Wayside Inn

3. Dennis Port Surf Club (Boutique Hotel)

Dennis Port Surf Club (Boutique Hotel)
Dennis Port
United States
Heather
CA $136
CA $156 total
includes taxes & fees
Sep 15 - Sep 16
Dennis Port Surf Club (Boutique Hotel)

4. The Villages at Ocean Edge

The Villages at Ocean Edge
Brewster
United States
neera
CA $195
CA $287 total
includes taxes & fees
Sep 20 - Sep 21
The Villages at Ocean Edge

5. Wequassett Resort and Golf Club

Wequassett Resort and Golf Club
Harwich
United States
Lisa
CA $639
CA $782 total
includes taxes & fees
Oct 12 - Oct 13
Wequassett Resort and Golf Club

6. Charm on Main by Ocean Edge

Charm on Main by Ocean Edge
Sea Pines
United States
Kathleen
CA $254
CA $291 total
includes taxes & fees
Oct 13 - Oct 14
Charm on Main by Ocean Edge

7. 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 30 - Oct 1
The Corsair & Cross Rip Oceanfront Resort

8. The Mansion at Ocean Edge

The Mansion at Ocean Edge
Brewster
United States
Karen
CA $341
CA $470 total
includes taxes & fees
Sep 27 - Sep 28
The Mansion at Ocean Edge

9. Pelham on Earle

Pelham on Earle
West Harwich
United States
Kremena
CA $321
CA $404 total
includes taxes & fees
Sep 13 - Sep 14
Pelham on Earle

10. Lighthouse Inn

Lighthouse Inn
West Dennis
United States
Craig
CA $196
CA $225 total
includes taxes & fees
Sep 21 - Sep 22
Lighthouse Inn
View all properties

Top Chatham Hotel Reviews

Hyannis Harbor Hotel

Hyannis Harbor Hotel

10/10 Excellent
"Beautiful! Such a fun location with a lot of options for things to do. Being across from the harbor gave you plenty of options for sunset cruises or day trips (book ahead of time)! Very close to restaurants as well. The amenities were also great. Pool, a couple of hammocks, fire pit and an outdoor restaurant bar with options to sit in and outside!"
Alyssa 2-night trip
Posted less than an hour ago
Hyannis Harbor Hotel
Bayside Resort Hotel

Bayside Resort Hotel

10/10 Excellent
"I love this place ! Nice for my grandkids and family ! Had fun and enjoy there . Thank you 😀"
Adriana 1-night trip
Posted 4 hours ago
Bayside Resort Hotel
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent
"We loved this place is a must stay here!"
Omar 3-night trip
Posted 5 hours ago
Uncommoner Hotel by Reverie Boutique Collection
The Villages at Ocean Edge

The Villages at Ocean Edge

10/10 Excellent
"Great"
Robert 1-night trip
Posted 11 hours ago
The Villages at Ocean Edge
Chatham Wayside Inn

Chatham Wayside Inn

10/10 Excellent
"Amazing stay!!"
Ashley 1-night trip
Posted 3 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 12 days ago
Pleasant Bay Village Resort

Frequently asked questions

Searching for hotels with bars in Chatham?
Chatham features 349 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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