Find Romantic Hotels in Chatham, MA

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Check availability on Chatham Romantic Hotels

Compare Chatham Romantic Hotels room rates, reviews, and availability. Most hotels are fully refundable.

Chatham Bars Inn
Seasonal outdoor pool

Chatham Bars Inn

5.0 star property
9.2 out of 10, Wonderful, (760)
"It was an absolutely beautiful property with a lot of privacy. The staff was extremely friendly and helpful. "
The price is AED 1,764
AED 2,120 total
includes taxes & fees
29 May - 30 May
Chatham Bars Inn
Captain's House Inn
Suite, 1 Bedroom, Fireplace (Stable) | Premium bedding, individually decorated, individually furnished

Captain's House Inn

4.0 star property
9.8 out of 10, Exceptional, (180)
"Staff was super accommodating. The breakfast was delicious and we really felt relaxed here."
The price is AED 1,359
AED 1,555 total
includes taxes & fees
21 May - 22 May
Captain's House Inn
Chatham 3 Bedroom/2 Bath Retreat
Sun loungers

Chatham 3 Bedroom/2 Bath Retreat

9.0 out of 10, Wonderful, (43)
"Wonderful - Pam was very helpful and it’s a lovely cottage!"
Chatham 3 Bedroom/2 Bath Retreat
Queen Anne Inn
Seasonal outdoor pool, pool umbrellas, sun loungers

Queen Anne Inn

4.0 star property
8.8 out of 10, Excellent, (228)
"Amazing service, delicious breakfast and very nice workers."
Queen Anne Inn
Surfside Inn Chatham
Porch

Surfside Inn Chatham

2.5 star property
7.8 out of 10, Good, (134)
"A beautiful inn on a quiet street! "
The price is AED 735
AED 841 total
includes taxes & fees
1 Jun - 2 Jun
Surfside Inn Chatham
Pleasant Bay Village Resort
Outdoor pool

Pleasant Bay Village Resort

3.0 star property
9.6 out of 10, Exceptional, (272)
"Wonderful place and staff. Will stay again!"
The price is AED 718
AED 822 total
includes taxes & fees
26 May - 27 May
Pleasant Bay Village Resort
Old Harbor Inn
Hiking

Old Harbor Inn

3.5 star property
9.6 out of 10, Exceptional, (158)
"We couldn't be happier with our stay at Old Harbor Inn"
The price is AED 1,245
AED 1,425 total
includes taxes & fees
22 May - 23 May
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.

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.