Find Romantic Hotels in Chatham, MA

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Check availability on Chatham Romantic Hotels

Our top choices for Chatham romantic hotels

Seasonal outdoor pool
Chatham Bars Inn

Chatham Bars Inn

Chatham Bars Inn
5.0 star property
Chatham
9.2 out of 10, Wonderful, (798)
"Great accommodation and staff."
United States
Michael
The price is NT$8,111
NT$9,747 total
includes taxes & fees
Dec 17 - Dec 18
Chatham Bars Inn
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers
Hampton Inn & Suites Cape Cod-West Yarmouth

Hampton Inn & Suites Cape Cod-West Yarmouth

Hampton Inn & Suites Cape Cod-West Yarmouth
2.5 star property
West Yarmouth
8.8 out of 10, Excellent, (1001)
"Excellent stay."
United States
Patricia
The price is NT$3,219
NT$3,685 total
includes taxes & fees
Jan 8 - 2026/1/9
Hampton Inn & Suites Cape Cod-West Yarmouth
Exterior
Aiden by Best Western Cape Cod - West Yarmouth

Aiden by Best Western 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
The price is NT$3,023
NT$3,460 total
includes taxes & fees
Dec 18 - Dec 19
Aiden by Best Western Cape Cod - West Yarmouth
Free daily continental breakfast
Comfort Inn Hyannis - Cape Cod

Comfort Inn Hyannis - Cape Cod

Comfort Inn Hyannis - Cape Cod
2.5 star property
Hyannis
8.0 out of 10, Very Good, (1000)
"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
The price is NT$3,060
NT$3,503 total
includes taxes & fees
Dec 18 - Dec 19
Comfort Inn Hyannis - Cape Cod
Terrace/patio
The Mansion at Ocean Edge

The Mansion at Ocean Edge

The Mansion at Ocean Edge
4.0 star property
Brewster
8.2 out of 10, Very Good, (1000)
"Amazing stay and location! "
United States
Joanne
The price is NT$5,100
NT$7,622 total
includes taxes & fees
Jan 4 - 2026/1/5
The Mansion at Ocean Edge
Premier Room, 1 King Bed with Sofa bed, Ocean View, Oceanfront (King) | Premium bedding, minibar, blackout drapes, iron/ironing board
Pelham House Resort

Pelham House Resort

Pelham House Resort
2.5 star property
Dennis Port
8.6 out of 10, Excellent, (201)
"Excellent location and the room was stunning! "
United States
james
The price is NT$4,648
NT$5,746 total
includes taxes & fees
Dec 23 - Dec 24
Pelham House Resort
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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Top Chatham Hotel Reviews

Chatham Bars Inn

Chatham Bars Inn

10/10 Excellent
"Helpful staff & food & drinks were great ! "
glen 1-night trip
Posted 8 hours ago
Chatham Bars Inn

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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 Lighthouse, Chatham Lighthouse Beach, or Ridgevale 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 Lighthouse, Chatham Lighthouse Beach, or Ridgevale 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.