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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Featured B&B in Chatham

Our top choices for Chatham bed & breakfast

Captain's House Inn
1 bedroom, premium bedding, individually decorated

Captain's House Inn

4.0 star property
9.8 out of 10, Exceptional, (192)
"Great location, great breakfast and very friendly staff"
Captain's House Inn
An English Garden Bed & Breakfast
Terrace/patio

An English Garden Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (49)
"Loved this B&B very comfortable and the staff was so nice and helpful! "
The price is S$279
includes taxes & fees
1 Sept - 2 Sept
An English Garden Bed & Breakfast
Whalewalk Inn and Spa
Exterior

Whalewalk Inn and Spa

3.5 star property
10.0 out of 10, Exceptional, (78)
"Beautiful b and b with caring, attentive owners. Breakfast was amazing. "
The price is S$404
includes taxes & fees
26 Aug - 27 Aug
Whalewalk Inn and Spa
Surfside Inn Chatham
Porch

Surfside Inn Chatham

2.5 star property
8.0 out of 10, Very good, (146)
"Great spot. "
The price is S$324
includes taxes & fees
7 Sept - 8 Sept
Surfside Inn Chatham
Winstead Beach Resort
Front of property

Winstead Beach Resort

4.0 star property
9.2 out of 10, Wonderful, (56)
"Very nice hotel, staff. Great location for relaxing visit to the mountains. "
The price is S$552
includes taxes & fees
2 Sept - 3 Sept
Winstead Beach Resort
The Captain Farris House B&B
Exterior

The Captain Farris House B&B

3.5 star property
9.8 out of 10, Exceptional, (237)
"We loved this B&B it was so quaint and beautiful. Loved our room and the breakfast. The staff was amazing! "
The Captain Farris House B&B
The Inn at Yarmouth Port
View from room

The Inn at Yarmouth Port

4.0 star property
9.6 out of 10, Exceptional, (114)
"We liked everything, the hosts were amazing and helpful, breakfasts top-notch, great climate control in the room, modern comfort in historic setting"
The Inn at Yarmouth Port
Old Harbor Inn
Hiking

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 S$631
includes taxes & fees
24 Aug - 25 Aug
Old Harbor Inn
The Inn At Cape Cod
Front of property – evening/night

The Inn At Cape Cod

4.0 star property
9.6 out of 10, Exceptional, (87)
"We absolutely loved our stay at the Inn at Cape Cod. The owners were very friendly & make you feel right at home. Our room was comfortable and breakfast was great! I would definitely recommend to any visitors. "
The price is S$557
includes taxes & fees
4 Sept - 5 Sept
The Inn At Cape Cod
Candleberry Inn on Cape Cod
Terrace/patio

Candleberry Inn on Cape Cod

4.5 star property
10.0 out of 10, Exceptional, (136)
"Stunning bed and breakfast. Amazing owners and a experience you won’t forget."
The price is S$502
includes taxes & fees
4 Sept - 5 Sept
Candleberry Inn on Cape Cod
Isaiah Hall Bed & Breakfast Inn
Front of property

Isaiah Hall Bed & Breakfast Inn

3.0 star property
9.6 out of 10, Exceptional, (121)
"Cute little getaway. We were only there a night but loved it!! Hosts super nice and room was great. Great location and nice backyard area. Walking to the beach was easy (although there was no sidewalks) Would 1000% go back!"
The price is S$417
includes taxes & fees
24 Aug - 25 Aug
Isaiah Hall Bed & Breakfast Inn
The Tern Inn Bed & Breakfast and Cottages
Free daily full breakfast

The Tern Inn Bed & Breakfast and Cottages

3.5 star property
9.2 out of 10, Wonderful, (228)
"Amazing stay. Very respectful hosts. "
The Tern Inn Bed & Breakfast and Cottages
Inn on Main
Outdoor dining

Inn on Main

3.5 star property
10.0 out of 10, Exceptional, (70)
"What a great place! Central location made it super easy to get around. Hosts were fantastic- very nice, welcoming and very helpful with great restaurant, beach or visit recommendations. I highly recommend The Inn on Main."
The price is S$440
includes taxes & fees
15 Sept - 16 Sept
Inn on Main
Brewster by the Sea Inn
Terrace/patio

Brewster by the Sea Inn

4.0 star property
9.8 out of 10, Exceptional, (167)
"Brewster By the Sea has it all - great location, amazing innkeeper, unbelievable breakfasts, and great rooms with perfect amenities. "
The price is S$599
includes taxes & fees
27 Aug - 28 Aug
Brewster by the Sea Inn
Liberty Hill Inn
Individually furnished, iron/ironing board, free WiFi, bed sheets

Liberty Hill Inn

3.5 star property
10.0 out of 10, Exceptional, (125)
"5* beautiful inn with fabulous hosts! Breakfast beyond what you’d expect, hot cookies in the afternoon, spotless inside, great attention to every detail!"
The price is S$554
includes taxes & fees
10 Sept - 11 Sept
Liberty Hill Inn
The Old Manse Inn
View from property

The Old Manse Inn

4.5 star property
9.8 out of 10, Exceptional, (248)
"The Old Manse Inn is amazing and everything they advertise! "
The price is S$413
includes taxes & fees
14 Sept - 15 Sept
The Old Manse Inn
Sea Street Inn
Egyptian cotton sheets, premium bedding, individually decorated

Sea Street Inn

4.0 star property
10.0 out of 10, Exceptional, (43)
"Very nicely renovated small property with a fantastic breakfast."
The price is S$634
includes taxes & fees
21 Aug - 22 Aug
Sea Street Inn
Captain David Kelley House Bed & Breakfast
Garden

Captain David Kelley House Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (42)
"Outstanding room and breakfast. "
Captain David Kelley House Bed & Breakfast
The Village Inn Cape Cod
Garden

The Village Inn Cape Cod

3.5 star property
10.0 out of 10, Exceptional, (220)
"Wonderful B&B. Robin and Claire were fantastic hosts, very knowledgeable about Cape Cod with great recommendations. Breakfast was amazing - one of the best quiches we’ve ever had!"
The Village Inn Cape Cod
The Inn at the Oaks
Fireplace

The Inn at the Oaks

2.5 star property
9.2 out of 10, Wonderful, (322)
"Delightful and well situated."
The Inn at the Oaks
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

Red Jacket Beach Resort

Red Jacket Beach Resort

10/10 Excellent
"Excellent place for family with kids."
Eloisa 3-night trip
Posted 23 hours ago
Red Jacket Beach Resort

Frequently asked questions

Searching for B&Bs in Chatham?
If you're interested in something a little quirkier than your standard hotel experience, a bed and breakfast might be the perfect option for your holiday. If you want to lose yourself exploring fascinating exhibits, you might consider stopping by Atwood House Museum and Chatham Railroad Museum while you're in town.
Are you interested in an apartment for your stay?
With attentive service, opportunities to meet guests from other places and top-rated breakfasts, B&Bs offer a one-of-a-kind environment.
What are the best bed and breakfasts in Chatham?
Why not look at these B&Bs in Chatham: Captain's House Inn: 16 rooms. Enjoy the free full breakfast and designer toiletries. Surfside Inn Chatham: 23 rooms. Enjoy the fireplace in reception and patio area. Old Harbor Inn: 12 rooms. Enjoy the free buffet breakfast and fitness centre.
When is the best time to book my B&B in Chatham?
When you're dreaming of a escape to Chatham, year-round temperatures and rainfall may be important factors to consider. 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?
Travellers enjoy Chatham for its seaside and seafood restaurants. When you want to spend some time in the great outdoors, Chatham Lighthouse Beach and Ridgevale Beach are some notable spots. You should put Chatham Fish Pier and Chatham Lighthouse on your list if you want to see more of the area.
How can I get to and around Chatham?
Mapping out your trip in and around Chatham is easy with these transportation options. Fly into Hyannis, MA (HYA-Barnstable Municipal), which is located 16.8 mi (27 km) away from the city centre. Otherwise, look for flights into Nantucket, MA (ACK-Nantucket Memorial), which is 29.9 mi (48.1 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.