A boat on a calm river, a large house with a red roof, and dense greenery in the background.

Find Romantic Hotels in Chatham, MA

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Check availability on Chatham Romantic Hotels

Tonight
Sep 28 - Sep 29
Tomorrow
Sep 29 - Sep 30
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Chatham romantic hotels

A pathway leading to a beach with boats in the background and a building with a tower.
A resort pool with multiple sun loungers and umbrellas, surrounded by beach views and boats.
A hotel entrance with a sign reading "Chatham Bars Inn Cape Cod".
A deck with white Adirondack chairs and a small round table, overlooking a beach and ocean.

1. Chatham Bars Inn

Chatham Bars Inn
Chatham
United States
Yousuf Hussain
NT$13,226
NT$15,137 total
includes taxes & fees
Oct 25 - Oct 26
Chatham Bars Inn
A house with a brick exterior, white exterior walls, and a front porch with white chairs.
A bedroom with a bed, a nightstand, a lamp, a window with curtains, a hat, and a magazine on the bed.
An outdoor patio with white metal chairs and a table, surrounded by blooming pink trees.
A beach with a fallen tree, clear blue water, and a forested shoreline.

2. Chatham Seafarer Inn

Chatham Seafarer Inn
Chatham
United States
Ian
NT$6,162
NT$7,053 total
includes taxes & fees
Oct 7 - Oct 8
Chatham Seafarer Inn
A sandy beach path with a wooden fence leading to the ocean, under a partly cloudy sky.
A garden with a pergola structure, a pathway, and a seating area.
A restaurant with long communal tables and booths, large windows, and a view of buildings outside.
A living room with wicker furniture, a fireplace, and a staircase.

3. Chatham Wayside Inn

Chatham Wayside Inn
Chatham
Canada
Ashley
NT$5,687
NT$7,890 total
includes taxes & fees
Oct 29 - Oct 30
Chatham Wayside Inn
A sandy beach path with wooden fencing, leading to the ocean.
A two-story house with a covered porch, a well-maintained garden, and a driveway.
A sign for The Old Harbor Inn with a number 22 on the building.
A hotel room with a bed, a nightstand, a mirror, a shower area, and a lamp.

4. Old Harbor Inn

Old Harbor Inn
Chatham
United States
Adélaïde
NT$11,193
NT$12,811 total
includes taxes & fees
Oct 15 - Oct 16
Old Harbor Inn
A room with a bed, two wicker chairs, a small table, a coffee maker, and a view of the sea through a window.
A beachfront property with a wooden deck, a sign labeled "SHOWER," and surfboards stored outside.
A room with a large window overlooking the sea, a white desk, and nautical-themed decor.
A modern kitchen with white cabinets, a built-in oven, and a view of the ocean through large windows.

5. Chatham Tides

Chatham Tides
South Chatham
United States
Craig
NT$7,116
NT$8,145 total
includes taxes & fees
Oct 28 - Oct 29
Chatham Tides
A hotel room with two beds, a desk with a television, a red chair, and a window with green curtains.
A compact living space with a dining area, kitchenette, and a television.
A covered patio with a round table and four chairs.
A breakfast buffet with pastries, a lamp, and storage containers on a wooden table.

6. Skaket Beach Motel

Skaket Beach Motel
Orleans
United States
Wayne
NT$4,128
NT$4,725 total
includes taxes & fees
Oct 12 - Oct 13
Skaket Beach Motel
An outdoor patio with tables and chairs, umbrellas, and a view of the ocean.
Three children playing in shallow water on a beach.
A restaurant with brick arches, wooden tables, and chairs. There is a bar area with bottles and a television screen.
A golf course with sand bunkers, trees, and a clear blue sky.

7. The Villages at Ocean Edge

The Villages at Ocean Edge
Brewster
United States
Myunghee
NT$4,006
NT$6,039 total
includes taxes & fees
Oct 4 - Oct 5
The Villages at Ocean Edge
A balcony with a view of a beach, a table with a vase of flowers, and a chair.
A room with large windows overlooking a beach, a table with a bottle and glasses, and a chair.
A two-story building with a sign reading "Winston Inn and Boardwalk."
A spacious living room with a large window, a ceiling fan, and a glass coffee table with flowers.

8. Winstead Beach Resort

Winstead Beach Resort
Harwich Port
United States
William
NT$6,102
NT$6,983 total
includes taxes & fees
Sep 29 - Sep 30
Winstead Beach Resort
View all properties

Top Chatham Hotel Reviews

Cape Sands Inn

Cape Sands Inn

8/10 Good
"Clean rooms, nothing special hardly anyone there, felt wecould.have better rooms, so.e roo.s had a nice sitting.area in the back by the river. Those are the rooms you want."
cindy 1-night trip
Posted 4 hours ago
Cape Sands Inn
Hyannis Travel Inn

Hyannis Travel Inn

10/10 Excellent
"Breakfast was hearty and healthy, air conditioning did a good job maintaining room comfort, staff was cheerful and very helpful. Will definitely be returning for another stay!"
Anne-Marie 2-night trip
Posted 9 hours ago
Hyannis Travel Inn
The Villages at Ocean Edge

The Villages at Ocean Edge

10/10 Excellent
"Except terrible hurricane every thing was perfect 👌"
Victor 2-night trip
Posted 11 hours ago
The Villages at Ocean Edge
Riviera Beach Resort

Riviera Beach Resort

8/10 Good
"room was very clean and slept great! We used our hotel room as home base but were out doing things the whole day so we only really slept there but it treated us well. Wish there was free breakfast and maybe a little gym but it was great"
Angela 2-night trip
Posted 1 day ago
Riviera Beach Resort
Pleasant Bay Village Resort

Pleasant Bay Village Resort

10/10 Excellent
"Everything was exceptional!"
sheila 1-night trip
Posted 2 days ago
Pleasant Bay Village Resort

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.

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