Find Romantic Hotels in Chatham, MA

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Chatham Romantic Hotels

Tonight
1 Oct - 2 Oct
Tomorrow
2 Oct - 3 Oct
This weekend
3 Oct - 5 Oct
Next weekend
10 Oct - 12 Oct

Top Chatham Romantic Hotels

Hampton Inn & Suites Cape Cod-West Yarmouth
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Hampton Inn & Suites Cape Cod-West Yarmouth

2.5 star property
8.8 out of 10, Excellent, (1000)
"Great close to Hyannis "
The price is AED 415
AED 475 total
includes taxes & fees
27 Oct - 28 Oct
Hampton Inn & Suites Cape Cod-West Yarmouth
Aiden by Best Western Cape Cod - West Yarmouth
Exterior

Aiden by Best Western Cape Cod - West Yarmouth

3.0 star property
8.0 out of 10, Very Good, (1021)
"Staff was super friendly, rooms are a bit dated , not bad to stay for 1 night"
The price is AED 372
AED 425 total
includes taxes & fees
26 Oct - 27 Oct
Aiden by Best Western Cape Cod - West Yarmouth
Margaritaville Resort Cape Cod
Outdoor pool, pool umbrellas, sun loungers

Margaritaville Resort Cape Cod

4.0 star property
8.6 out of 10, Excellent, (370)
"Very nice place to stay "
Margaritaville Resort Cape Cod
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Microwave, oven, stovetop, dishwasher

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

9.6 out of 10, Exceptional, (98)
"Stayed here for a weekend with my fiance and our dog and it was perfect. Short 5 minute drive from downtown and all the great restaurants and shopping. Very dog friendly with fenced in backyard. "
The price is AED 375
AED 1,575 total
includes taxes & fees
9 Oct - 10 Oct
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Chatham Bars Inn
Seasonal outdoor pool

Chatham Bars Inn

5.0 star property
9.2 out of 10, Wonderful, (789)
"Beautiful property. Great service!"
The price is AED 1,389
AED 1,670 total
includes taxes & fees
30 Oct - 31 Oct
Chatham Bars Inn
Beautiful, cozy ranch home w/ a deck - walking distance to Downtown Chatham
2 bedrooms, iron/ironing board, WiFi, bed sheets

Beautiful, cozy ranch home w/ a deck - walking distance to Downtown Chatham

8.6 out of 10, Excellent, (26)
"Our family took our first vacation as a family of 3 and the house was perfect!"
The price is AED 749
AED 1,960 total
includes taxes & fees
13 Oct - 14 Oct
Beautiful, cozy ranch home w/ a deck - walking distance to Downtown Chatham
Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!
Fridge, microwave, oven, stovetop

Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!

4.0 star property
10.0 out of 10, Exceptional, (17)
"Walk to all the shops and beaches. Quiet neighborhood, yet still in the heart of a beautiful Cape Cod home. Large table on a pretty porch that sits 12 people comfortably. Nice back yard. Very clean. Bill, the owner, was very responsive. You will enjoy your stay here!!"
The price is AED 3,692
AED 6,387 total
includes taxes & fees
14 Oct - 15 Oct
Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!
Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room
Exterior

Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room

4.0 star property
10.0 out of 10, Exceptional, (21)
"We had a lovely time celebrating my wife’s 60th birthday at this beautiful Chatham property. The house fit four generations perfectly, with great spaces to gather, nearby beach access, and a fun swing set for the little ones. The Chatham Bars Inn, where we ate and played tennis, is in easy walking distance. Bill, the property manager, was very responsive. "
The price is AED 4,859
AED 7,760 total
includes taxes & fees
6 Oct - 7 Oct
Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room
The Villages at Ocean Edge
Poolside bar

The Villages at Ocean Edge

3.5 star property
8.4 out of 10, Very Good, (1004)
"Loved our stay at The Villages"
The price is AED 413
AED 599 total
includes taxes & fees
26 Oct - 27 Oct
The Villages at Ocean Edge
Wequassett Resort and Golf Club
6 restaurants, breakfast, lunch, dinner served; American cuisine

Wequassett Resort and Golf Club

5.0 star property
9.4 out of 10, Exceptional, (238)
"Beautiful property!! Excellent service!! Room was amazing!! "
Wequassett Resort and Golf Club
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.
View all properties

Top Chatham Hotel Reviews

Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

10/10 Excellent
"Everything was perfect "
Agostinho 2-night trip
Posted 4 days ago
Margaritaville Resort Cape Cod

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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.
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.