Find Romantic Hotels in Chatham, MA

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Pick from 11 Chatham Romantic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Chatham Bars Inn
Exterior
Chatham Bars Inn
5.0 star property
9.2 out of 10, Wonderful, (730)
"Location, service, food, and amenities are all top notch. The complimentary limo service needs extra mention as it was impeccable: brand new cars, local drivers, fast and reliable. Made for a very enjoyable stay. Thanks"
The price is AED 1,050
AED 1,262 total
includes taxes & fees
23 Nov - 24 Nov
Chatham Bars Inn
Captain's House Inn
Property grounds
Captain's House Inn
4.0 star property
9.8 out of 10, Exceptional, (174)
"They went out of their way to accommodate our arrival. "
The price is AED 1,612
AED 1,845 total
includes taxes & fees
3 Dec - 4 Dec
Captain's House Inn
Chatham 3 Bedroom/2 Bath Retreat
Front of house
Chatham 3 Bedroom/2 Bath Retreat
9.0 out of 10, Wonderful, (43)
"Our group of four adults stayed here for a friends wedding. The house was as advertised, the price matched the accomodations. Communication with owner was exceptional. Through no fault of owner, the TP supply ran out, after notifying Pam, she immediately delivered a plentiful supply of TP, and other paper goods. Beds were super comfortable! Thank you for the stay Pam, we definitely would rent again for future visits!!"
Chatham 3 Bedroom/2 Bath Retreat
Queen Anne Inn
Room
Queen Anne Inn
4.0 star property
8.8 out of 10, Excellent, (227)
"Lovely property !! Helpful friendly staff! "
Queen Anne Inn
Surfside Inn Chatham
Beach
Surfside Inn Chatham
2.5 star property
7.8 out of 10, Good, (134)
"Super cute property on a quiet side road. It's outdated, though that gives it most of its charm. Staff were super friendly and was greeted with wine and cheese when we arrived. The only issue was that I was not expecting the stairs to be so steep (was traveling with an older person). Right near the beach and walking distance to downtown Chatham."
Surfside Inn Chatham
Pleasant Bay Village Resort
Outdoor spa tub
Pleasant Bay Village Resort
3.0 star property
9.6 out of 10, Exceptional, (272)
"Property grounds were very beautiful and relaxing"
Pleasant Bay Village Resort
Old Harbor Inn
Exterior detail
Old Harbor Inn
3.5 star property
9.6 out of 10, Exceptional, (157)
"Judy and Ray were so warm and welcoming. The property was pristine, quiet, and very conveniently located to town. I would highly recommend this stay from someone who wants a touch of luxury with a home like feel."
Old Harbor Inn
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.
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Frequently asked questions

Searching for romantic hotels in Chatham?
If you and your partner need a romantic vacation, we’d like to help you plan for it. Our guests also enjoy Chatham for its seafood restaurants and seaside. You might consider checking out some of the nearby sights and attractions such as Chatham Fish Pier, Chatham Lighthouse, or Chatham Lighthouse Beach. If you’re interested in staying near a particular destination, you can sort by neighborhood or distance to top sights, so you and your partner will get to see everything on your list.
How many romantic hotels should we expect to find in Chatham?
Expedia has 6 romantic Chatham hotels for you both to enjoy.
When is the best time of year for a romantic getaway to Chatham?
If you’re hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Chatham: 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.
What is there to do in Chatham?
There’s nothing better than seeing a new destination with your sweetheart, so consider checking out all there is to see and do in Chatham. If you and your love want to take in the area’s natural beauty, you’ll enjoy Chatham for its beautiful beaches. You might think about visiting Chatham Fish Pier, Chatham Lighthouse, or Chatham Lighthouse Beach.
What's the best way to get to Chatham and around town during my romantic getaway?
This information about transportation options in Chatham might help your romantic trip go off without a hitch: The closest major airport is Hyannis, MA (HYA-Barnstable Municipal), located 16.8 mi (27 km) from the city center. If you’d like to venture out around the area, you may want to rent a car for your trip.