Find Romantic Hotels in Chatham, MA from $112

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Top Chatham Romantic Hotels

Microwave, oven, stovetop, dishwasher
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
9.6 out of 10, Exceptional, (99)
"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. "
United States
Mike D.
$358 nightly
The price is $409
Oct 27 - Oct 28
Total with taxes and fees
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
2 bedrooms, iron/ironing board, WiFi, bed sheets
Beautiful, cozy ranch home w/ a deck - walking distance to Downtown Chatham
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!"
United States
Cara A.
$463 nightly
The price is $530
Oct 27 - Oct 28
Total with taxes and fees
Beautiful, cozy ranch home w/ a deck - walking distance to Downtown Chatham
Seasonal outdoor pool
Chatham Bars Inn
Chatham Bars Inn
5.0 star property
9.2 out of 10, Wonderful, (792)
"Excellent experience all around Gorgeous location and beautiful hotel Lively lobby "
United States
Montana
$397 nightly
The price is $455
Oct 30 - Oct 31
Total with taxes and fees
Chatham Bars Inn
Exterior
Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room
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. "
United States
Pierre V.
$1,834 nightly
The price is $2,099
Oct 27 - Oct 28
Total with taxes and fees
Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room
Fridge, microwave, oven, stovetop
Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!
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!!"
United States
Diane C.
$1,533 nightly
The price is $1,755
Oct 28 - Oct 29
Total with taxes and fees
Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers
Hampton Inn & Suites Cape Cod-West Yarmouth
Hampton Inn & Suites Cape Cod-West Yarmouth
2.5 star property
8.8 out of 10, Excellent, (1001)
"Excellent stay."
United States
Patricia
$104 nightly
The price is $119
Nov 23 - Nov 24
Total with taxes and fees
Hampton Inn & Suites Cape Cod-West Yarmouth
Exterior
Aiden by Best Western Cape Cod - West Yarmouth
Aiden by Best Western Cape Cod - West Yarmouth
3.0 star property
8.0 out of 10, Very Good, (1000)
"Nice boutique designed hotel "
United States
Shivnarine
$101 nightly
The price is $116
Oct 30 - Oct 31
Total with taxes and fees
Aiden by Best Western Cape Cod - West Yarmouth
Miscellaneous
Craigville Beach Inn
Craigville Beach Inn
2.0 star property
8.6 out of 10, Excellent, (446)
"Love the craigville inn. We have stayed here multiple times and will continue to do so!"
United States
John
$129 nightly
The price is $148
Oct 26 - Oct 27
Total with taxes and fees
Craigville Beach Inn
Exterior
Charm on Main
Charm on Main
2.5 star property
10.0 out of 10, Exceptional, (1)
"Cute place. Love the decor in the main house and room. Nice that they had water and snacks available at any time. Loved spending time on the big porch and in the rocking chairs. "
United States
Beth
$251 nightly
The price is $288
Nov 23 - Nov 24
Total with taxes and fees
Charm on Main
Free daily continental breakfast
Comfort Inn Hyannis - Cape Cod
Comfort Inn Hyannis - Cape Cod
2.5 star property
8.0 out of 10, Very Good, (1001)
"Clean rooms; free parking on site"
United States
Reu Siega
$98 nightly
The price is $112
Nov 2 - Nov 3
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.
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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

Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent
"This place was excellent and the staff was awesome. "
Gary 1-night trip
Posted 2 days ago
Uncommoner Hotel by Reverie Boutique Collection

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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