Hotels with Bars in Chatham, MA
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Featured Chatham Hotels with Bar

Chatham Bars Inn
297 Shore Rd Chatham MA
$397 nightly
The price is $455 total per night
$455 total
Dec 26 - Dec 27
Total with taxes and fees
Guests of Chatham Bars Inn have access to a private beach, a full-service spa, and a gym. Free valet and self parking are available, and there's also limo/town car service. The 24-hour front desk has staff standing by to help with tours or tickets, luggage storage, and securing valuables. Other amenities at this beach resort include a sauna, outdoor tennis courts, and free WiFi in public areas.
On private beach
Pool

Chatham Wayside Inn
512 Main St Chatham MA
Free Cancellation
Reserve now, pay when you stay
$160 nightly
The price is $183 total per night
$183 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
Renovated in 2022, Chatham Wayside Inn offers a gym, free WiFi in public areas, and meeting rooms. If you decide to drive, there's free parking. Multilingual staff at the 24-hour front desk can assist with securing valuables, luggage storage, and concierge services. Other amenities at this golf hotel include a business center, a seasonal outdoor pool, and coffee/tea in a common area.
Pool
Breakfast included

Queen Anne Inn
70 Queen Anne Rd Chatham MA
Queen Anne Inn features a gym, free WiFi in public areas, and a seasonal outdoor pool. Free parking is included with your stay. Front-desk staff can assist with tours/tickets and securing valuables. Additional amenities include a library, express check-out, and free newspapers.
Pool
Breakfast included

The Hawthorne
196 Shore Rd Chatham MA
Guests of The Hawthorne enjoy features like a private beach, free WiFi in public areas, and a business center. If you drive, take advantage of free parking. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area. Other amenities at this beach hotel include coffee/tea in a common area, a computer station, and free newspapers.
On private beach
Parking included

Pleasant Bay Village Resort
1191 Orleans Road Chatham MA
Pleasant Bay Village Resort offers an outdoor pool, free WiFi in public areas, and a hot tub. Free parking is available if you drive. Front-desk staff can help secure valuables, and provide local restaurant recommendations. Additional amenities include meeting rooms, free newspapers, and laundry facilities.
Pool
Hot Tub

Old Harbor Inn
22 Old Harbor Rd. Chatham MA
Guests of Old Harbor Inn enjoy features like a gym, free WiFi in public areas, and a library. Free parking is included with your stay. The front desk has multilingual staff that can help with securing valuables, tours or tickets, and dry cleaning/laundry. Additional amenities include express check-in, express check-out, and free newspapers.
Breakfast included
Parking included
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.
Chatham hotels essential information
Accommodation | 4,789 hotels |
|---|---|
Lowest Price | $183 |
Highest Price | $455 |
Popular hotels | Chatham Bars Inn, Chatham Wayside Inn, Queen Anne Inn, The Hawthorne, Pleasant Bay Village Resort, Old Harbor Inn |
Recent Hotels with Bar Reviews

Chatham Wayside Inn
5/5 Excellent
"Charming, cozy , clean! "
A verified traveler stayed at Chatham Wayside Inn
Posted 5 days ago
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