Find Romantic Hotels in Chatham, MA from $111

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Our top choices for Chatham romantic hotels

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

Chatham
9.6 out of 10, Exceptional, (101)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
$356 nightly
The price is $407
Dec 14 - Dec 15
Total with taxes and fees
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Chatham Bars Inn

5.0 star property
Chatham
9.2 out of 10, Wonderful, (797)
"Great accommodation and staff."
United States
Michael
$357 nightly
The price is $409
Dec 14 - Dec 15
Total with taxes and fees
Chatham Bars Inn

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

Chatham
8.6 out of 10, Excellent, (26)
"This was a very nice place to stay, the location was perfect. A short walk to town and centrally located on the Cape as a whole. This home had all of the amenities need for a comfortable stay."
United States
Jeffrey A.
$460 nightly
The price is $526
Dec 15 - Dec 16
Total with taxes and fees
Beautiful, cozy ranch home w/ a deck - walking distance to Downtown Chatham

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

4.0 star property
Chatham
10.0 out of 10, Exceptional, (21)
"House was wonderful with plenty of room. Great outdoor spaces with a deck and patio. Very convenient location. Host responsive to our needs. Would definitely stay again. "
United States
Sally S.
$1,994 nightly
The price is $2,282
Dec 10 - Dec 11
Total with taxes and fees
Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room

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

4.0 star property
Chatham
10.0 out of 10, Exceptional, (18)
"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!!"
United States
Diane C.
$1,442 nightly
The price is $1,651
Dec 10 - Dec 11
Total with taxes and fees
Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!

The Mansion at Ocean Edge

4.0 star property
Brewster
8.2 out of 10, Very Good, (1001)
"Amazing stay and location! "
United States
Joanne
$235 nightly
The price is $261
Dec 10 - Dec 11
Total with taxes and fees
The Mansion at Ocean Edge

Hampton Inn & Suites Cape Cod-West Yarmouth

2.5 star property
West Yarmouth
8.8 out of 10, Excellent, (1000)
"Excellent stay."
United States
Patricia
$103 nightly
The price is $118
Jan 7 - Jan 8, 2026
Total with taxes and fees
Hampton Inn & Suites Cape Cod-West Yarmouth

Aiden by Best Western Cape Cod - West Yarmouth

3.0 star property
West Yarmouth
8.0 out of 10, Very Good, (1000)
"Nice place and good options for breakfast "
United States
Jennifer
$97 nightly
The price is $111
Dec 15 - Dec 16
Total with taxes and fees
Aiden by Best Western Cape Cod - West Yarmouth

Pelham House Resort

2.5 star property
Dennis Port
8.6 out of 10, Excellent, (200)
"Excellent location and the room was stunning! "
United States
james
$161 nightly
The price is $184
Dec 23 - Dec 24
Total with taxes and fees
Pelham House Resort

Comfort Inn Hyannis - Cape Cod

2.5 star property
Hyannis
8.0 out of 10, Very Good, (1003)
"Well appointed lodging with very friendly and attentive staff. Perfect central location with easy walk to many local sights as well as convenient access to ferry terminal. "
United States
Kerri
$98 nightly
The price is $112
Dec 15 - Dec 16
Total with taxes and fees
Comfort Inn Hyannis - Cape Cod
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.

Find out more about Chatham

Chatham attractions for couples

Chatham, Massachusetts, offers a delightful blend of coastal charm and family-friendly activities for the discerning traveler. Start your exploration at the Chatham Lighthouse, where you can enjoy stunning views of the Atlantic Ocean and watch boats navigating the picturesque harbor. For a taste of local culture, visit the Chatham Railroad Museum, which showcases the town’s rich history and its connection to the railroad. Families can enjoy a day at Lighthouse Beach, known for its soft sands and gentle waves, perfect for children to play and swim safely. Don’t miss the opportunity to embark on a whale-watching tour from the nearby harbor, where you can witness these majestic creatures in their natural habitat—a thrilling experience for both kids and adults. After a full day of adventure, unwind in the quaint downtown area filled with boutique shops and gourmet restaurants, where you can savor fresh seafood and local delicacies. For accommodations, consider staying at a charming waterfront hotel that offers family suites with stunning views, perfect for relaxing after a day of exploration. Enjoy the convenience of being close to all attractions while experiencing attentive service that caters to your every need.

Find the best romantic hotels in Chatham

For couples seeking a romantic escape in Chatham, Massachusetts, these hotels offer an intimate setting and exceptional amenities to enhance your getaway.

Captain's House Inn

  • Why it's great for a couples retreat: With a stellar review rating of 9.8, Captain's House Inn is a quintessential romantic getaway. This charming inn provides a cozy atmosphere, featuring fireplaces in select rooms to create a warm and inviting ambience for couples. Guests can enjoy complimentary breakfast daily, setting the perfect tone for a romantic day ahead.
  • Other amenities: The hotel boasts a beautiful terrace and patio area for relaxing outdoors, as well as easy access to nearby beaches for strolls along the shore. Engaging activities such as kayaking and sailing are available nearby, allowing couples to create memorable experiences together. With express check-in and late check-out options, guests can enjoy a leisurely stay without the rush.
  • Nearby attractions: Cape Cod Beaches - 0.41 miles, Chatham Shark Center - 0.51 miles, Chatham Fish Pier - 0.48 miles

Chatham Bars Inn

  • Why it's great for a couples retreat: Chatham Bars Inn is the perfect romantic retreat, a remarkable guest review rating of 9.2. This luxurious hotel offers guests an idyllic beachfront location, complete with a serene atmosphere and stunning ocean views. Couples can indulge in a range of relaxing services at the full-service spa, including rejuvenating massages and aromatherapy treatments, ensuring a truly pampered experience.
  • Other amenities: Guests will enjoy access to a heated outdoor pool, tennis courts, and complimentary beach shuttles that enhance the coastal experience. The hotel offers beach cabanas and sun loungers for sunbathing, along with a beachfront bar for refreshing cocktails. With concierge services, valet parking, and on-site shopping, every need is catered to, making it an exquisite choice for a romantic getaway.
  • Nearby attractions: Cape Cod Beaches - 0.22 miles, Chatham Seaside Links - 0.15 miles, Chatham Fish Pier - 0.37 miles

Chatham Wayside Inn

  • Why it's great for a couples retreat: Chatham Wayside Inn is an enchanting destination for couples, featuring a charming ambiance and a solid review rating of 9.2. The hotel offers romantic amenities like champagne service, perfect for celebrating special occasions. Guests can unwind on the terrace or enjoy a meal at the garden-view restaurant, setting the scene for a cozy dinner together.
  • Other amenities: A complimentary breakfast is provided daily, and guests can take a refreshing dip in the pool or lounge by the pool sun loungers. The hotel offers designer toiletries and premium bedding for a luxurious touch, while the concierge service ensures that all romantic plans are effortlessly arranged. Nearby, guests can explore local wineries and scenic golf courses for a delightful day out.
  • Nearby attractions: Cape Cod Beaches - 0.56 miles, Veterans Field - 0.58 miles, Chatham Windmill - 0.44 miles

Top Chatham Hotel Reviews

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.

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