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

Our top choices for Chatham romantic hotels

Chatham Bars Inn

Chatham Bars Inn
5.0 star property
Chatham
9.2 out of 10, Wonderful, (845 reviews)
"Beautiful Cape Cod style Inn with every amenity you could want. Restaurants all had great menu selections"
United States
Mark
The price is NT$50,275
NT$57,539 total
includes taxes & fees
Aug 6 - Aug 7
Chatham Bars Inn

Chatham Wayside Inn

Chatham Wayside Inn
4.0 star property
Chatham
9.2 out of 10, Wonderful, (709 reviews)
"We had a very pleasant stay at Chatham Wayside Inn! The location is perfect, right on Main Street where you can walk to all the shops and restaurants. My kids enjoyed the pool and the complementary cookies in the lobby. We ate at the wild goose Tavern for a nice dinner. A perfect location to stay in to explore Chatham!"
United States
Kristin
The price is NT$16,057
NT$19,784 total
includes taxes & fees
Aug 16 - Aug 17
Chatham Wayside Inn

Pleasant Bay Village Resort

Pleasant Bay Village Resort
3.0 star property
Chatham
9.6 out of 10, Exceptional, (320 reviews)
"This place was gorgeous and the staff was so kind and helpful. They gave me so many good recommendations and went above and beyond to make my stay memorable. Highly recommend!"
United States
Kayla
The price is NT$9,871
NT$11,298 total
includes taxes & fees
Aug 5 - Aug 6
Pleasant Bay Village Resort

Greyfinch Chatham Inn

Greyfinch Chatham Inn
3.0 star property
Chatham
8.8 out of 10, Excellent, (271 reviews)
"Close to all Chatham beautiful places, nice rooms, pool is perfect"
United States
Tomas
The price is NT$11,610
NT$14,472 total
includes taxes & fees
Aug 12 - Aug 13
Greyfinch Chatham Inn

Old Harbor Inn

Old Harbor Inn
3.5 star property
Chatham
9.6 out of 10, Exceptional, (166 reviews)
"We loved staying here. Everything is pristine and clean. The breakfast was delicious - the blueberry pancakes likely the best I’ve had in my life. Very walkable to everything on Main Street. Easy to drive to other beaches further up north. The staff are professional and attentive - what a pleasure."
United States
Kazuho
The price is NT$17,103
NT$19,574 total
includes taxes & fees
Jul 20 - Jul 21
Old Harbor Inn

The Chatham Motel

The Chatham Motel
2.0 star property
Chatham
9.2 out of 10, Wonderful, (633 reviews)
"Excellent stay. It met all of our needs for the holiday weekend."
United States
Christina
The price is NT$9,780
NT$11,193 total
includes taxes & fees
Jul 20 - Jul 21
The Chatham Motel

Queen Anne Inn

Queen Anne Inn
4.0 star property
Chatham
8.8 out of 10, Excellent, (250 reviews)
"The staff was very pleasant, my room was clean, and the bed was very comfortable. However, other aspects of the room were sorely lacking. The bathroom sink didn't drain, the toilet seat did not fit straight, the carpeting was terribly stained, the screen door to the balcony was broken, and the overall look was very dated. I understand the inn is about to undergo a big upgrade, and that's a good thing. It's needed."
United States
Nancy
The price is NT$9,108
NT$10,424 total
includes taxes & fees
Aug 5 - Aug 6
Queen Anne Inn

Surfside Inn Chatham

Surfside Inn Chatham
2.5 star property
Chatham
8.2 out of 10, Very Good, (166 reviews)
"We loved our stay at Surfside Inn, and look forward to visiting again soon. Laura was delightful and very helpful. In addition, it is the perfect place to stay. It's location is perfect, walking distance to Lighthouse Beach (I mean mere foot steps), and walking distance to downtown Chatham."
United States
Paul
The price is NT$9,214
NT$10,546 total
includes taxes & fees
Jul 27 - Jul 28
Surfside Inn Chatham

Chatham Tides

Chatham Tides
2.5 star property
South Chatham
9.4 out of 10, Exceptional, (731 reviews)
"Lovely stay"
United States
Annie
The price is NT$17,430
NT$19,948 total
includes taxes & fees
Aug 2 - Aug 3
Chatham Tides

Winstead Inn

Winstead Inn
4.0 star property
Harwich
9.4 out of 10, Exceptional, (145 reviews)
"Great Location, Hotel was very clean and staff very nice."
United States
Erik
The price is NT$23,472
NT$26,864 total
includes taxes & fees
Jul 26 - Jul 27
Winstead Inn
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.

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 Cape Cod Beaches, Cape Cod National Seashore, or Chatham Lighthouse. 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 Cape Cod Beaches, Cape Cod National Seashore, or Chatham Lighthouse.
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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