Chatham Luxury Hotels
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Featured Chatham Luxury Hotels

Chatham Bars Inn
297 Shore Rd, Chatham, MA
$406 nightly
The price is $465 total per night
$465 total
Oct 13 - Oct 14
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 dry cleaning/laundry, luggage storage, and tours or tickets. Other amenities at this beach resort include a sauna, outdoor tennis courts, and free WiFi in public areas.
On private beach
Pool

The Chatham Motel
1487 Main Street, Chatham, MA
$219 nightly
The price is $251 total per night
$251 total
Sep 28 - Sep 29
Total with 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

Greyfinch Chatham Inn
946 Main Street (Rte 28), Chatham, MA
$259 nightly
The price is $296 total per night
$296 total
Oct 5 - Oct 6
Total with 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 picnic area, and a vending machine.
Pool
Parking included

Old Harbor Inn
22 Old Harbor Rd., Chatham, MA
$329 nightly
The price is $377 total per night
$377 total
Sep 29 - Sep 30
Total with 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, securing valuables, and luggage storage. 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 | 4,967 hotels |
---|---|
Lowest Price | $251 |
Highest Price | $465 |
Popular hotels | Chatham Bars Inn, The Chatham Motel, Greyfinch Chatham Inn, Old Harbor Inn |
Recent Luxury Hotels Reviews

Greyfinch Chatham Inn
5/5 Excellent
Greyfinch, Chatham, September 2025
"We had 5 days at the Greyfinch, rooms and pool area spotless, close to main town to drive just a few minutes. Grocery and chemist were close enough to mark, as was the Mexican and a true diamond called the del-mar. If I had one complaint it was noise from rooms both side, as you could clearly hear tv and talking, but bar that thoroughly enjoyed my time at the hotel "
A verified traveler stayed at Greyfinch Chatham Inn
Posted 6 days ago
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