Find Hotels with Bars in Chatham, MA

Start date: Check-in selected.
To Date
End date: Check-out

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Chatham Hotels with Bars

Our top choices for Chatham hotels with a bar

Beach nearby
Chatham Wayside Inn

Chatham Wayside Inn

4.0 star property
Chatham
9.2 out of 10, Wonderful, (602)
"Super cozy and clean with fantastic staff and great location loved everyday spent here "
United States
noushin
$214 nightly
The price is $245
Dec 28 - Dec 29
Total with taxes and fees
Chatham Wayside Inn
Seasonal outdoor pool
Chatham Bars Inn

Chatham Bars Inn

5.0 star property
Chatham
9.2 out of 10, Wonderful, (797)
"Great accommodation and staff."
United States
Michael
$357 nightly
The price is $409
Dec 14 - Dec 15
Total with taxes and fees
Chatham Bars Inn
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers
Bayside Resort Hotel

Bayside Resort Hotel

3.0 star property
West Yarmouth
8.8 out of 10, Excellent, (1519)
"Great place..Friday wonderful breakfast, clean as always. Have stayed here 6 timmes Never disappointed "
United States
Donna
$100 nightly
The price is $114
Jan 1 - Jan 2, 2026
Total with taxes and fees
Bayside Resort Hotel
Terrace/patio
The Mansion at Ocean Edge

The Mansion at Ocean Edge

4.0 star property
Brewster
8.2 out of 10, Very Good, (1002)
"Amazing stay and location! "
United States
Joanne
$239 nightly
The price is $265
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Mansion at Ocean Edge
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers
Hampton Inn & Suites Cape Cod-West Yarmouth

Hampton Inn & Suites Cape Cod-West Yarmouth

2.5 star property
West Yarmouth
8.8 out of 10, Excellent, (1000)
"Excellent stay."
United States
Patricia
$103 nightly
The price is $118
Jan 7 - Jan 8, 2026
Total with taxes and fees
Hampton Inn & Suites Cape Cod-West Yarmouth
Exterior
Aiden by Best Western Cape Cod - West Yarmouth

Aiden by Best Western Cape Cod - West Yarmouth

3.0 star property
West Yarmouth
8.0 out of 10, Very Good, (1001)
"Nice place and good options for breakfast "
United States
Jennifer
$97 nightly
The price is $111
Dec 16 - Dec 17
Total with taxes and fees
Aiden by Best Western Cape Cod - West Yarmouth
Premier Room, 1 King Bed with Sofa bed, Ocean View, Oceanfront (King) | Premium bedding, minibar, blackout drapes, iron/ironing board
Pelham House Resort

Pelham House Resort

2.5 star property
Dennis Port
8.6 out of 10, Excellent, (201)
"Excellent location and the room was stunning! "
United States
james
$161 nightly
The price is $184
Dec 23 - Dec 24
Total with taxes and fees
Pelham House Resort
Indoor pool, seasonal outdoor pool
Four Points by Sheraton Eastham Cape Cod

Four Points by Sheraton Eastham Cape Cod

3.0 star property
Eastham
8.2 out of 10, Very Good, (856)
"Perfect overnight stay in every way!"
United States
Debra
$118 nightly
The price is $135
Dec 23 - Dec 24
Total with taxes and fees
Four Points by Sheraton Eastham Cape Cod
Front of property
Hyannis Harbor Hotel

Hyannis Harbor Hotel

3.5 star property
Hyannis
8.0 out of 10, Very Good, (1003)
"Amazing place "
United States
Mounir
$150 nightly
The price is $171
Dec 16 - Dec 17
Total with taxes and fees
Hyannis Harbor Hotel
Exterior
Doubletree by Hilton Cape Cod - Hyannis

Doubletree by Hilton Cape Cod - Hyannis

4.0 star property
Hyannis
8.4 out of 10, Very Good, (877)
"Nice room, freindly staff. The downside is the food was pricey. "
United States
Steffanie
$114 nightly
The price is $130
Dec 19 - Dec 20
Total with taxes and fees
Doubletree by Hilton Cape Cod - Hyannis
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.
View all properties

Top Chatham Hotel Reviews

Hyannis Travel Inn

Hyannis Travel Inn

10/10 Excellent
"Very kind staff. Functional, clean room. Had an early bus and they let me take a few things for breakfast the night before."
June 1-night trip
Posted 3 days ago
Hyannis Travel Inn

Frequently asked questions

Searching for hotels with bars in Chatham?
Chatham features 345 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 Wayside Inn: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi. Chatham Bars Inn: Resort with restaurant. Enjoy the bar, free WiFi, and free parking. Queen Anne 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.

Explore a world of travel with Expedia