Chatham Hotel Guide - Romantic Hotels in Chatham, Massachusetts

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Top Chatham Romantic Hotels

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Recommended hotels in Chatham

The Chatham Motel

2.0 star property
9.2 out of 10, Wonderful, (615)
"Excellent stay. It met all of our needs for the holiday weekend."
The price is €158
includes taxes & fees
2 Sept - 3 Sept
The Chatham Motel

Chatham Wayside Inn

4.0 star property
9.2 out of 10, Wonderful, (532)
"Great hotel"
The price is €549
includes taxes & fees
18 Aug - 19 Aug
Chatham Wayside Inn

Seaside condo with patio, beach access, loft, board games, gas grill, & firepit

8.6 out of 10, Excellent, (14)
"This rental home set the stage for an enjoyable getaway. It was well stocked with what we needed for a few days away (dish soap, toiletries, sponge, towels, bedding, etc.), and the pictures are accurate to the setup of the home. It is located in a beautiful location near a private beach and marina which were the highlight of our stay. The area was quiet and allowed for quality family time."
The price is €450
includes taxes & fees
17 Aug - 18 Aug
Seaside condo with patio, beach access, loft, board games, gas grill, & firepit

Greyfinch Chatham Inn

3.0 star property
8.8 out of 10, Excellent, (233)
"This place was cute, clean and in a very convenient location "
Greyfinch Chatham Inn

Pleasant Bay Village Resort

3.0 star property
9.6 out of 10, Exceptional, (277)
"Wonderful spot and great attention to detail for guests"
The price is €290
includes taxes & fees
1 Sept - 2 Sept
Pleasant Bay Village Resort

Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach

9.4 out of 10, Exceptional, (26)
"Everything to make me feel comfortable as I conducted business on the cape. Would definitely return. "
Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach

The Hawthorne

2.0 star property
9.4 out of 10, Exceptional, (184)
"Will definitely be staying there again! Perfect location and beautiful location."
The price is €337
includes taxes & fees
1 Sept - 2 Sept
The Hawthorne

Old Harbor Inn

3.5 star property
9.6 out of 10, Exceptional, (161)
"The innkeepers,Judy and Ray, make you feel welcome and at home. The breakfast was terrific. They have food and snacks and drinks available without additional charge all day and night. This is a wonderful and run by terrific people."
The price is €400
includes taxes & fees
6 Aug - 7 Aug
Old Harbor Inn

Surfside Inn Chatham

2.5 star property
7.8 out of 10, Good, (141)
"Good location, was disappointed about the room size."
The price is €286
includes taxes & fees
6 Aug - 7 Aug
Surfside Inn Chatham

Chatham Bars Inn

5.0 star property
9.2 out of 10, Wonderful, (776)
"Absolutely gorgeous property. Everything was top notch and close enough to be able to walk into town. Just what we were looking for. "
The price is €816
includes taxes & fees
1 Sept - 2 Sept
Chatham Bars 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 some romantic time away, we've got just the thing. 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'd like to stay close to a particular destination, you can sort by neighbourhood or distance to top landmarks, so you and your partner will get to see everything on your list.
What's the best hotel for a romantic holiday to Chatham?
Chatham Bars Inn is a favourite resort for couples, and features premium bedding and dressing gowns. Another choice for a romantic stay is Captain's House Inn.
How many romantic hotels will we be able to find in Chatham?
Expedia has 6 romantic Chatham hotels for you both to enjoy.
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, take a look at these details about year-round temperatures in Chatham: The hottest months are usually August and July, with an average temperature of 19°C, while the coldest months are February and January, with an average of 3°C. Average annual precipitation for Chatham is 1362 mm.
What is there to do in Chatham?
There's nothing better than wandering around a new destination with your sweetheart, so consider checking out all that Chatham has to offer. 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 getaway go off without a hitch: The closest major airport is in Hyannis, MA (HYA-Barnstable Municipal), located 16.8 mi (27 km) from the city centre. If you'd like to venture out around the area, you may want a rental car for your journey.