Historical Hotels in Chatham, MA
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured Chatham Historic Hotels
Greyfinch Chatham Inn
946 Main Street (Rte 28), Chatham, MA
$469 nightly
The price is $537 total per night
$537 total
Aug 4 - Aug 5
Total includes taxes and fees
Guests of Greyfinch Chatham Inn enjoy access to free WiFi in public areas, a seasonal outdoor pool, and coffee in a common area. If you decide to drive, there's free parking. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. Other amenities at this family-friendly motel include free use of bicycles, a vending machine, and a picnic area.
Pool
Parking included
Charming Downtown Chatham
At this condo, guests enjoy features like beach towels.
Kitchen
Air conditioning
Chatham Bars Inn
297 Shore Rd, Chatham, MA
$826 nightly
The price is $945 total per night
$945 total
Sep 1 - Sep 2
Total includes 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 luggage storage, tours or tickets, and dry cleaning/laundry. Other amenities at this beach resort include a sauna, outdoor tennis courts, and free WiFi in public areas.
On private beach
Pool
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 concierge services and securing valuables. Additional amenities include a library, express check-out, and free newspapers.
Pool
Breakfast included
Pleasant Bay Village Resort
1191 Orleans Road, Chatham, MA
$293 nightly
The price is $336 total per night
$336 total
Sep 1 - Sep 2
Total includes taxes and fees
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
The Chatham Motel
1487 Main Street, Chatham, MA
$160 nightly
The price is $183 total per night
$183 total
Sep 1 - Sep 2
Total includes taxes and fees
The Chatham Motel features free WiFi in public areas, a seasonal outdoor pool, and coffee in a common area. If you drive, put free parking to good use. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area. Additional amenities include express check-in, express check-out, and free newspapers.
Pool
Parking included
Captain's House Inn
369 Old Harbor Road, Chatham, MA
Guests of Captain's House Inn enjoy free WiFi in public areas, microwave in a common area, and a computer station. If you decide to drive, there's free parking. A multilingual staff is on hand to assist with concierge services and securing valuables. Additional amenities include a library, express check-in, and express check-out.
Breakfast included
Parking included
Chatham Seafarer Inn
2079 Main St, Chatham, MA
Guests of Chatham Seafarer Inn enjoy free WiFi in public areas, a seasonal outdoor pool, and a picnic area. You can put free parking to good use if you drive. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area. Additional amenities include a garden and barbecue grills.
Pool
Parking included
Old Harbor Inn
22 Old Harbor Rd., Chatham, MA
$399 nightly
The price is $457 total per night
$457 total
Aug 6 - Aug 7
Total includes taxes and fees
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 concierge services, luggage storage, and securing valuables. Additional amenities include express check-in, express check-out, and free newspapers.
Breakfast included
Parking included
Chatham Wayside Inn
512 Main St, Chatham, MA
$624 nightly
The price is $714 total per night
$714 total
Aug 10 - Aug 11
Total includes 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 luggage storage, concierge services, and securing valuables. Other amenities at this golf hotel include a business center, a seasonal outdoor pool, and coffee/tea in a common area.
Pool
Breakfast included
The Hawthorne
196 Shore Rd, Chatham, MA
$341 nightly
The price is $390 total per night
$390 total
Sep 1 - Sep 2
Total includes taxes and fees
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
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 | 5,033 hotels |
|---|---|
Lowest Price | $183 |
Highest Price | $945 |
Popular hotels | Greyfinch Chatham Inn, Charming Downtown Chatham, Chatham Bars Inn, Queen Anne Inn, Pleasant Bay Village Resort, The Chatham Motel, Captain's House Inn, Chatham Seafarer Inn, Old Harbor Inn, Chatham Wayside Inn, The Hawthorne |
Recent Historic Hotels Reviews
Bayside Resort Hotel
5/5 Excellent
"Jon at Moby Dick Pub was an absolute legend. "
A verified traveler stayed at Bayside Resort Hotel
Posted 1 day ago
Other Historic Hotels
Areas Of Chatham
Hotels Near
Hotel Themes
Flights To
Top Trending
Hotels
- Luxury Hotels in Sturbridge
- Luxury Hotels in Springfield
- Hotels with Kitchenettes in Marlborough
- Hotels with Hot Tubs in Andover
- Hotels in Gloucester
- Hotels with Hot Tubs in Foxboro
- Hotels in Provincetown
- Cheap Hotels in Worcester
- Hotels with Hot Tubs in Chicopee
- Oceanfront Hotels in Gloucester
- Oceanfront Hotels in Plymouth
- Hotels in North Truro
- Hotels in Plymouth
- Hotels in New Bedford
- Cheap Hotels in Springfield
- Hotels in Worcester
- Hotels in Leominster
- Hotels with Hot Tubs in Worcester
- Hotels with Hot Tubs in Springfield
Flights