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

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Our top choices for Chatham bed & breakfast

1. Surfside Inn Chatham

Surfside Inn Chatham
2.5 star property
Chatham
8.2 out of 10, Very Good, (168 reviews)
"Very nice clean property"
United States
Jenee
$285 nightly
The price is $326
Aug 18 - Aug 19
Total with taxes and fees
Surfside Inn Chatham

2. 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
$599 nightly
The price is $686
Aug 11 - Aug 12
Total with taxes and fees
Old Harbor Inn

3. Whalewalk Inn and Spa

Whalewalk Inn and Spa
3.5 star property
Eastham
10.0 out of 10, Exceptional, (97 reviews)
"Beautiful property, and amazingly friendly staff who are more than happy to provide local recommendations and make the stay more comfortable."
United States
Purav
$257 nightly
The price is $294
Aug 27 - Aug 28
Total with taxes and fees
Whalewalk Inn and Spa

4. The Villa Callo Inn

The Villa Callo Inn
3.0 star property
West Harwich
9.4 out of 10, Exceptional, (3 reviews)
"Great family owner operator. Room was cozy, clean and cute. Breakfast was awesome by chef John !! Going back in 2 weeks !!"
United States
Ed
$375 nightly
The price is $429
Aug 8 - Aug 9
Total with taxes and fees
The Villa Callo Inn

5. The Old Manse Inn

The Old Manse Inn
4.5 star property
Brewster
9.8 out of 10, Exceptional, (253 reviews)
"I highly recommend Old Manse Inn. It is charming, welcoming and every detail is accounted for. The innkeepers are very friendly and kind - and make a delicious breakfast!"
United States
Shannon
$312 nightly
The price is $357
Aug 31 - Sep 1
Total with taxes and fees
The Old Manse Inn

6. Ship's Knees Inn

Ship's Knees Inn
3.0 star property
East Orleans
9.6 out of 10, Exceptional, (30 reviews)
"Great spot if you want a quieter vibe, quick access to the beach but close to everything!"
United States
Elizabeth
$360 nightly
The price is $412
Aug 19 - Aug 20
Total with taxes and fees
Ship's Knees Inn

7. The Captain Farris House B&B

The Captain Farris House B&B
3.5 star property
Bass River
9.8 out of 10, Exceptional, (267 reviews)
"Carol was the sweetest and showed us around the property when checking in. We were able to borrow beach chairs as well as she always had fresh baked sweets every day. One of the best stays we’ve had."
United States
Evangeline
$255 nightly
The price is $291
Sep 7 - Sep 8
Total with taxes and fees
The Captain Farris House B&B

8. Candleberry Inn on Cape Cod

Candleberry Inn on Cape Cod
4.5 star property
Brewster
10.0 out of 10, Exceptional, (143 reviews)
"Fantastic property, so clean and nice, Charlene was wonderful as well! I cannot wait to come back!"
United States
Christopher
$398 nightly
The price is $456
Aug 9 - Aug 10
Total with taxes and fees
Candleberry Inn on Cape Cod

9. Winstead Beach Resort

Winstead Beach Resort
4.0 star property
Harwich Port
9.2 out of 10, Wonderful, (65 reviews)
"The whole stay including breakfast was fabulous"
United States
William
$598 nightly
The price is $684
Aug 10 - Aug 11
Total with taxes and fees
Winstead Beach Resort

10. Captain Freeman Inn

Captain Freeman Inn
4.0 star property
Brewster
10.0 out of 10, Exceptional, (70 reviews)
"The room I stayed in was gorgeous. "
United States
Jennifer
$430 nightly
The price is $492
Aug 23 - Aug 24
Total with taxes and fees
Captain Freeman Inn

11. Brewster by the Sea Inn

Brewster by the Sea Inn
4.0 star property
West Brewster
9.8 out of 10, Exceptional, (174 reviews)
"Breakfast was amazing everyday and the owner is so kind. And the property is really lovely and peaceful. "
United States
Grace
$434 nightly
The price is $497
Aug 10 - Aug 11
Total with taxes and fees
Brewster by the Sea Inn

12. Isaiah Hall Bed & Breakfast Inn

Isaiah Hall Bed & Breakfast Inn
3.0 star property
Dennis
9.6 out of 10, Exceptional, (128 reviews)
"Staff, stay, location...experience was very very nice!"
United States
Matthew
$315 nightly
The price is $360
Aug 11 - Aug 12
Total with taxes and fees
Isaiah Hall Bed & Breakfast Inn

13. The Inn at Yarmouth Port

The Inn at Yarmouth Port
4.0 star property
Yarmouth Port
9.6 out of 10, Exceptional, (126 reviews)
"Beautiful inn! Highly recommend to anyone looking for a exquisite bed and breakfast experience in the Cape."
United States
Dean
$369 nightly
The price is $422
Aug 19 - Aug 20
Total with taxes and fees
The Inn at Yarmouth Port

14. Liberty Hill Inn

Liberty Hill Inn
3.5 star property
Yarmouth Port
10.0 out of 10, Exceptional, (129 reviews)
"Hosts were very hospitable and had great recommendations for dinner and to explore the area. The property was super clean and very well maintained. We really enjoyed our vacation and are looking forward to the next time we get to go back."
United States
Kendra
$400 nightly
The price is $458
Aug 17 - Aug 18
Total with taxes and fees
Liberty Hill Inn

15. The Inn At Cape Cod

The Inn At Cape Cod
4.0 star property
Yarmouth Port
9.6 out of 10, Exceptional, (95 reviews)
"Amazing inn and the owners are great!"
United States
Harini
$429 nightly
The price is $491
Aug 13 - Aug 14
Total with taxes and fees
The Inn At Cape Cod

16. Sea Street Inn

Sea Street Inn
4.0 star property
Hyannis
9.8 out of 10, Exceptional, (46 reviews)
"We had a wonderful stay at Sea Street Inn. The proprietors Adrian and Xenia go above and beyond to make your stay the best that they can. The Inn is decorated with museum quality art and the room was clean and comfortable. They serve a delicious, gourmet breakfast prepared by Adrian, a professional chef, with fresh wholesome ingredients and coffee, tea, and water are available 24 hours a day. Adrian spent lots of time giving us food recommendations, places to visit and helpful tips on getting...
United States
Natalia
$460 nightly
The price is $526
Aug 19 - Aug 20
Total with taxes and fees
Sea Street 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.
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Top Chatham Hotel Reviews

Find out more about Chatham

Chatham B&B information

Number of reviews
1,458
Accommodation
39 B&B
Lowest Price
$291
Highest Price
$686

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Chatham?
Prices for B&Bs in Chatham often vary, but you can find a great deal from $291 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Chatham B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
Are there any family-friendly Bed and Breakfasts in Chatham?
Old Harbor Inn in Chatham is an excellent choice for families seeking a cozy getaway. With its spacious rooms featuring a convenient sofa bed, this property ensures everyone has a comfortable place to unwind. Guests can enjoy daily housekeeping and a complimentary buffet breakfast, superb for fueling up before a day of adventure. The inn also offers delightful amenities like private picnic areas and a serene garden, making it a lovely spot for families to relax together.

Another fantastic option is Surfside Inn Chatham, which caters specifically to families with children. This charming B&B provides free amenities for kids, including cribs and child-friendly window designs that prioritize safety. The friendly setting and thoughtful touches make it an ideal base for families looking to create lasting memories while enjoying the beautiful surroundings of Chatham.
Do any Chatham Bed & Breakfasts allow dogs?
Captain's House Inn is a charming option for travelers in Chatham who wish to bring their furry friends along. This inviting property not only welcomes service animals but also offers a range of delightful amenities designed to enhance your stay. Guests can enjoy a complimentary full breakfast each morning, featuring local flavors, and unwind in rooms adorned with premium bedding, designer toiletries, and cozy fireplaces, superb for creating memorable moments with family or friends.

Another excellent choice is Surfside Inn Chatham, which also accommodates service animals. Located just steps from the pristine beach, this B&B provides direct access to white sand shores, making it an ideal spot for families looking to enjoy sun-soaked days by the ocean. The property features child-friendly window designs and offers complimentary cribs and breakfast for children, ensuring that little ones are well taken care of. Guests can also take advantage of free self-parking and in-room WiFi, making it convenient for families on the go.
Are there any romantic Bed and Breakfasts in Chatham for couples?
For couples seeking a romantic getaway, the Old Harbor Inn in Chatham, MA, is a delightful choice that exudes charm and intimacy. This enchanting bed and breakfast offers a variety of thoughtful amenities designed to enhance your stay, including complimentary buffet breakfast, which sets a lovely tone for your mornings together.
When is the best time to book a Bed & Breakfast in Chatham?
The best time to book a B&B in Chatham is during the summer months, particularly from June to August. This vibrant season attracts travelers eager to enjoy the picturesque beaches, charming coastal scenery, and a variety of outdoor activities. With warm temperatures averaging in the low 70s to mid-80s Fahrenheit, it's an ideal time for beach outings, sailing, and exploring local attractions.

July stands out as the peak month for visitors, bringing an energetic atmosphere filled with festivals, farmers' markets, and an array of water sports. The lively ambiance allows guests to fully immerse themselves in the community spirit and enjoy the best of what Chatham has to offer.

For those looking for a more budget-friendly option, consider planning your trip in late September or early October. During this shoulder season, the weather remains pleasant, with temperatures still hovering in the comfortable 60s to low 70s Fahrenheit, and the crowds begin to thin. This is a wonderful time to enjoy the natural beauty of Chatham while taking leisurely strolls along the coast or savoring local seafood without the hustle and bustle of peak tourist months.
What is the difference between a Chatham Bed and Breakfast and a hotel?
Every Chatham B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Chatham B&Bs.

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