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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for Middleton bed & breakfast

Classic Triple Room | Interior
Homestay In Boston -

Homestay In Boston -

2.0 star property
Dorchester
10.0 out of 10, Exceptional, (1)
"Very clean and cozy"
United States
Vladimir
The price is AED 229
AED 263 total
includes taxes & fees
1 Jan - 2 January 2026
Homestay In Boston -
Full-size fridge, microwave, oven, stovetop
Homestay In Fields Corner Area Boston

Homestay In Fields Corner Area Boston

2.0 star property
Dorchester
10.0 out of 10, Exceptional, (1)
"Great house!"
United States
Liang
The price is AED 213
AED 245 total
includes taxes & fees
11 Dec - 12 Dec
Homestay In Fields Corner Area Boston
Property amenity
Rockport Inn And Suites

Rockport Inn And Suites

2.5 star property
Rockport
8.6 out of 10, Excellent, (1549)
"Just a nice place to stay. Free breakfast too!"
United States
Carrie
Rockport Inn And Suites
Miscellaneous
The College Club of Boston

The College Club of Boston

3.0 star property
Back Bay
9.4 out of 10, Exceptional, (1000)
"Everything! Tbh my fave was the cookies! It was the perfect stay in the heart of it all while being super quiet for a solo traveler! "
United States
Haley
The College Club of Boston
Exterior
Homestay Near Downtown Boston

Homestay Near Downtown Boston

2.0 star property
Dorchester
The price is AED 283
AED 325 total
includes taxes & fees
11 Dec - 12 Dec
Homestay Near Downtown Boston
Double Room, 1 Queen Bed | Free WiFi, bed sheets
Château sur Mer Bed & Breakfast

Château sur Mer Bed & Breakfast

3.0 star property
Winthrop
8.6 out of 10, Excellent, (211)
"Very quaint and cute bed and breakfast with fun view of the bay and airplanes landing, cute restaurants nearby and super close to the airport. Great price for accommodations near Logan for early morning flight."
United States
Heidi
The price is AED 459
AED 513 total
includes taxes & fees
9 Jan - 10 January 2026
Château sur Mer Bed & Breakfast
Property grounds
The Pistachio Room at TPH - Boston

The Pistachio Room at TPH - Boston

Brighton
9.6 out of 10, Exceptional, (60)
"Great location and wonderful host"
United States
Robert M.
The price is AED 347
AED 631 total
includes taxes & fees
10 Dec - 11 Dec
The Pistachio Room at TPH - Boston
Exterior detail
Irving House At Harvard

Irving House At Harvard

3.0 star property
Mid-Cambridge
9.0 out of 10, Wonderful, (1001)
"The staff was friendly and prompt, I got an upgrade, and the room and bathroom were spotless!"
United States
Frederick
The price is AED 496
AED 567 total
includes taxes & fees
17 Dec - 18 Dec
Irving House At Harvard
King Bed Suite #3, Third Floor, Generous walk in Shower | Individually decorated, individually furnished, desk, iron/ironing board
Compass Rose Inn

Compass Rose Inn

4.0 star property
Newburyport
9.8 out of 10, Exceptional, (202)
"Amazing staff and the room was adorable! "
United States
Valerie
The price is AED 841
AED 939 total
includes taxes & fees
2 Jan - 3 January 2026
Compass Rose Inn
Exterior
Sally Webster Inn

Sally Webster Inn

3.0 star property
Rockport
9.4 out of 10, Exceptional, (129)
"Room was really clean, great staff always ask if we need something, really unique rooms and really close to the port/ downtown area, also really quite town. Perfect destination spot. "
United States
Ben
The price is AED 651
AED 727 total
includes taxes & fees
10 Dec - 11 Dec
Sally Webster Inn
Deluxe Room (Wide Berth) | Premium bedding, down comforters, memory foam beds
Addison Choate Inn

Addison Choate Inn

3.5 star property
Rockport
9.8 out of 10, Exceptional, (373)
"What a great place, room was excellent with great facilities "
United Kingdom
Ian
The price is AED 757
AED 846 total
includes taxes & fees
10 Dec - 11 Dec
Addison Choate Inn
32-inch TV with cable channels, Netflix, printers
Harborview Inn

Harborview Inn

3.5 star property
Gloucester
9.6 out of 10, Exceptional, (315)
"The room was clean and comfortable with daily housekeeping. Great location for walking. Nice complimentary breakfast. Wonderful host!"
United States
Laurene
The price is AED 694
AED 775 total
includes taxes & fees
11 Dec - 12 Dec
Harborview Inn
Garden
Clark Currier Inn

Clark Currier Inn

4.0 star property
Newburyport
9.6 out of 10, Exceptional, (541)
"Excellent place to stay. A charming inn with character. The owners were very friendly and helpful. Great location. Walking distance to downtown shops and restaurants."
United States
Joshua
The price is AED 739
AED 826 total
includes taxes & fees
10 Dec - 11 Dec
Clark Currier Inn
Front of property
The Salem Inn

The Salem Inn

3.5 star property
Salem
9.2 out of 10, Wonderful, (1000)
"Very clean and lovely atmosphere! Definitely grateful to stay here so I could walk everywhere! All the cool places are in walking distance."
United States
Chelsey
The price is AED 661
AED 738 total
includes taxes & fees
10 Dec - 11 Dec
The Salem Inn
Front of property
Daniels House Inn

Daniels House Inn

3.0 star property
Salem
9.4 out of 10, Exceptional, (100)
"This property is amazing. The home and rooms are clean, comfortable and beautiful. "
United States
Rachel
The price is AED 1,006
AED 1,006 total
includes taxes & fees
10 Dec - 11 Dec
Daniels House Inn
Front of property
North Bridge Inn

North Bridge Inn

3.5 star property
Concord
8.4 out of 10, Very Good, (349)
"Hot breakfast, attentive staff, proximity to a lot of history including Boston"
United States
Martin
The price is AED 716
AED 800 total
includes taxes & fees
11 Dec - 12 Dec
North Bridge 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 Middleton Hotel Reviews

Wyndham Boston Beacon Hill

Wyndham Boston Beacon Hill

10/10 Excellent
"Staff is very friendly and accommodating. Room was clean and the bed was comfortable. Breakfast was very good."
Geraldine 1-night trip
Posted 1 day ago
Wyndham Boston Beacon Hill

Frequently asked questions

Searching for B&Bs in Middleton?
Whether you're on a romantic trip and want to stay somewhere quiet and intimate, or you're a solo traveler hoping to get some tips from locals, a B&B might be the right choice for your trip. If your ideal vacation to Middleton includes spending lots of time outside, Boxford State Forest is a good spot to enjoy the scenery.
Why choose a B&B over a traditional hotel room?
Every B&B has its own unique feel. Whether it's a garden for guests to admire or a sunlit breakfast nook, the tiny details are what make bed and breakfasts the perfect escape.
What are the best B&Bs in Middleton?
Below are some B&Bs in the area: The College Club of Boston: 12 rooms. 17 mi (27.3 km) from the downtown core. Enjoy the library and coffee shop. Irving House At Harvard: Situated 15.9 mi (25.6 km) from the heart of Middleton. Enjoy the local cuisine breakfast and deli. The Salem Inn: Located 7.9 mi (12.7 km) from the core of Middleton. Enjoy the free cooked breakfast and unique décor.
What's the best time of year to stay at a B&B in Middleton?
When you're planning your escape to Middleton, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 33°F. The snowiest months in Middleton are January, February, December, and March, with each month seeing an average of 6 inches of snowfall.
What is there to do in Middleton?
Spend some time exploring Boxford State Forest and Ipswich River if you're hoping to see some of the area's natural features. You might check out Water Park of New England if you have time to see more of the area.
How can I get to and around Middleton?
You can map out your trip in and around Middleton ahead of time with these transportation options. Fly into Beverly, MA (BVY-Beverly Municipal), which is located 5.3 mi (8.5 km) from the heart of the city. Otherwise, you can search for flights to Lawrence, MA (LWM-Lawrence Municipal), which is 9.8 mi (15.8 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.