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.

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, (158)
"The property matched the culture and history. "
The price is NT$11,164
NT$12,777 total
includes taxes & fees
Sep 29 - Sep 30
Captain's House Inn
Pleasant Bay Village Resort
Outdoor pool
Pleasant Bay Village Resort
3.0 star property
9.6 out of 10, Exceptional, (261)
"Excellent! Already planning another stay! "
The price is NT$5,496
NT$6,290 total
includes taxes & fees
Sep 30 - Oct 1
Pleasant Bay Village Resort
Old Harbor Inn
Hiking
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."
The price is NT$10,204
NT$11,679 total
includes taxes & fees
Sep 29 - Sep 30
Old Harbor Inn
Chatham Bars Inn
Seasonal outdoor pool
Chatham Bars Inn
5.0 star property
9.2 out of 10, Wonderful, (721)
"The rooms are a bit dated and there is no security to get into the buildings. Restaurants are fabulous and excellent service. "
The price is NT$12,235
NT$14,704 total
includes taxes & fees
Oct 14 - Oct 15
Chatham Bars Inn
Queen Anne Inn
Seasonal outdoor pool, pool umbrellas, sun loungers
Queen Anne Inn
4.0 star property
8.8 out of 10, Excellent, (226)
"Lovely property !! Helpful friendly staff! "
Queen Anne Inn
Surfside Inn Chatham
Porch
Surfside Inn Chatham
2.5 star property
7.8 out of 10, Good, (133)
"Value oriented, well Located (beach about 2 mins and downtown the other way 5 mins). Staff was attentive and friendly. Clean, well taken care of. This is not a high end hotel despite its high end location. You’ll find clean, updated rooms. Bit of a throwback when you could bring a family to a Chatham and not break the bank (and be treated fairly). "
The price is NT$6,398
NT$7,322 total
includes taxes & fees
Sep 29 - Sep 30
Surfside Inn Chatham
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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.
What's the best hotel for a romantic vacation in Chatham?
Chatham Bars Inn is a favorite resort for couples, and features premium bedding and bathrobes. Another choice for a stay with your sweetheart is Captain’s House Inn.
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.