A historic church with a large central tower and multiple spires, surrounded by modern buildings and a public square with people and greenery.

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Check prices for these dates

Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov
In one month
13 Nov - 15 Nov
In two months
11 Dec - 13 Dec

Our top choices for Eastern Massachusetts guest houses

A spacious living room with a wooden ceiling, a sofa, a coffee table, and a bookshelf.

1. Mercury Hotel Provincetown

Mercury Hotel Provincetown
3.0 star property
Provincetown
9.2 out of 10, Wonderful, (567 reviews)
"Amazing location, clean room with AC and private bathroom. The roof and outdoor spaces were perfect to work or relax."
United States
Jacob
The price is AED 304
AED 383 total
includes taxes & fees
2 Nov - 3 Nov
Mercury Hotel Provincetown
A wooden house with a porch, a Christmas tree, and string lights.

2. Nantucket Guest House

Nantucket Guest House
3.0 star property
Nantucket
9.8 out of 10, Exceptional, (68 reviews)
"Great staff and accommodations for our visit."
United States
Steve
The price is AED 364
AED 693 total
includes taxes & fees
18 Oct - 19 Oct
Nantucket Guest House
A large, multi-story house with a swimming pool, outdoor seating, and a balcony.

3. Brass Key Guesthouse - Adults Only

Brass Key Guesthouse - Adults Only
4.0 star property
Provincetown
9.6 out of 10, Exceptional, (573 reviews)
"Great place to stay."
United States
Jason
The price is AED 637
AED 729 total
includes taxes & fees
2 Nov - 3 Nov
Brass Key Guesthouse - Adults Only
A cozy living room with a fireplace, bookshelves, a dining area, and a staircase.

4. Madison Inn

Madison Inn
2.5 star property
Oak Bluffs
9.8 out of 10, Exceptional, (84 reviews)
"Good location, friendly staff. More breakfast/drink options would have been good."
United States
Melissa
The price is AED 743
AED 851 total
includes taxes & fees
4 Nov - 5 Nov
Madison Inn
A cozy living room with a leather sofa, a round coffee table with books and a disco ball, a fireplace, and a bookshelf.

5. The Ipswich Inn

The Ipswich Inn
2.0 star property
Ipswich
8.8 out of 10, Excellent, (52 reviews)
"Quiet and cute inn"
United States
Donna
The price is AED 450
AED 494 total
includes taxes & fees
4 Nov - 5 Nov
The Ipswich Inn
A modern hotel room with a kitchenette, a dining area, and a bedroom with a bed and a window.

6. Cutwater Inn & Suites

Cutwater Inn & Suites
3.5 star property
Newburyport
8.8 out of 10, Excellent, (35 reviews)
"These rooms were small but they were so nice and well decorated and the bathrooms were great with all new decor. Great shower! Very clean and efficient."
United States
Lisa
The price is AED 553
AED 653 total
includes taxes & fees
3 Nov - 4 Nov
Cutwater Inn & Suites
A house with a brick exterior and a covered patio area.

7. Sea Breeze Inn

Sea Breeze Inn
2.5 star property
Hyannis
7.8 out of 10, Good, (222 reviews)
"The inn was cozy and clean Directions on the phone to get in the room. Of course I was there off season , but great location. Short walk to the beach. Just lovely, and wonderful for a solo traveler."
United States
Ann
The price is AED 290
AED 332 total
includes taxes & fees
1 Nov - 2 Nov
Sea Breeze Inn
A room with wooden walls, a leather chair, a small table with a lamp, and a clock on the wall.

8. Crew's Quarters Boarding House Caters to Men

Crew's Quarters Boarding House Caters to Men
2.0 star property
Provincetown
9.6 out of 10, Exceptional, (86 reviews)
"Enjoyed the property and my stay. Will return."
United States
Christopher
The price is AED 687
AED 786 total
includes taxes & fees
23 Oct - 24 Oct
Crew's Quarters Boarding House Caters to Men
A two-story house with a well-lit front porch, a staircase leading to the entrance, and a garden with various plants and flowers.

9. Winstead Inn

Winstead Inn
4.0 star property
Harwich
9.4 out of 10, Exceptional, (158 reviews)
"Peaceful and beautiful property. Staff was wonderful."
United States
Karen
The price is AED 826
AED 946 total
includes taxes & fees
21 Oct - 22 Oct
Winstead Inn
A kitchen with blue cabinets, a white refrigerator, a coffee maker, and a sink with a gold faucet.

10. The Lightkeepers Inn

The Lightkeepers Inn
3.0 star property
Edgartown
9.4 out of 10, Exceptional, (220 reviews)
"The lightkeepers in was perfect. Would definitely go back"
United States
Penny
The price is AED 777
AED 868 total
includes taxes & fees
1 Nov - 2 Nov
The Lightkeepers Inn
A two-story house with a balcony and a porch.

11. Anchor Inn Beach House

Anchor Inn Beach House
3.5 star property
Provincetown
9.4 out of 10, Exceptional, (474 reviews)
"Perfect location, beautiful view"
United States
luisa
The price is AED 1,186
AED 1,358 total
includes taxes & fees
18 Oct - 19 Oct
Anchor Inn Beach House
A house with a pond in front, surrounded by autumn-colored trees.

12. The Inn on the Horse Farm

The Inn on the Horse Farm
3.0 star property
Sudbury
8.0 out of 10, Very good, (286 reviews)
"well maintained, beautiful Tv kept buffering-- that cannot happen no toilet or sink in room"
United States
Steven
The price is AED 556
AED 621 total
includes taxes & fees
28 Oct - 29 Oct
The Inn on the Horse Farm
A bedroom with a bed, a desk, and a chair.

13. Tranquil House in Cambridge

Tranquil House in Cambridge
3.0 star property
Strawberry Hill
8.8 out of 10, Excellent, (187 reviews)
"Responsive owner, easy to find with maps, easy parking out front- very clean and efficient so so quiet!!"
United States
Lisa
The price is AED 522
AED 598 total
includes taxes & fees
18 Oct - 19 Oct
Tranquil House in Cambridge
A neatly made bed with pillows and a rolled towel, a bedside table with a lamp, and a window with curtains.

14. The Bradford

The Bradford
2.5 star property
Provincetown
9.4 out of 10, Exceptional, (261 reviews)
"Great stay and friendly staff"
United States
Matthew
The price is AED 917
AED 1,050 total
includes taxes & fees
27 Oct - 28 Oct
The Bradford
A bedroom with a bed, a red chair, a small table with a book, a potted plant, and a staircase leading to an outdoor area.

15. Cambridge Common House

Cambridge Common House
4.0 star property
West Cambridge
10.0 out of 10, Exceptional, (50 reviews)
"Beautifully designed rooms, impeccable service, and really great location. Loved Cambridge Common House - I think the best hotel option in Harvard Square at the moment, and a really great addition to the area."
United Kingdom
Omolola
The price is AED 765
AED 875 total
includes taxes & fees
1 Nov - 2 Nov
Cambridge Common House
A plate of French toast with bananas on a beach view.

16. By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites
3.5 star property
Dennis Port
9.2 out of 10, Wonderful, (249 reviews)
"Amazing stay. Great place right on the beach. Will be back."
United States
Jason
The price is AED 739
AED 951 total
includes taxes & fees
23 Oct - 24 Oct
By the Sea Guests Bed & Breakfast & Suites
A bedroom with a large clawfoot bathtub, a four-poster bed, and a wooden ceiling.

17. Silsbee's by Daniels House

Silsbee's by Daniels House
4.0 star property
Salem
9.6 out of 10, Exceptional, (93 reviews)
"Very charming place to stay."
United States
Amy
The price is AED 1,044
AED 1,166 total
includes taxes & fees
17 Nov - 18 Nov
Silsbee's by Daniels House
A historic brick building with a prominent 'Breckinridge Inn' sign, a stone staircase, and a large window.

18. Beacon Inn 1750

Beacon Inn 1750
3.0 star property
Brookline
7.6 out of 10, Good, (814 reviews)
"Excellent location, close to great food ,best bagels in Brookline (mamalehs), and superb tacos (bartaco), easy access to T."
United States
Sharon
The price is AED 477
AED 533 total
includes taxes & fees
15 Nov - 16 Nov
Beacon Inn 1750
A large, two-story house with a central entrance, large windows, and a well-maintained lawn.

19. Chapter House

Chapter House
3.5 star property
Yarmouth Port
9.2 out of 10, Wonderful, (189 reviews)
"We got a room at the Chapter House last minute and it was absolutely perfect for a place to stay after the beach and dinner. The staff was super welcoming and thorough with check in well they gave us a tour. Would definitely stay again!"
United States
JULIE
The price is AED 1,157
AED 1,324 total
includes taxes & fees
18 Oct - 19 Oct
Chapter House
A bedroom with a bed, a chair, a fireplace, and a television.

20. Beacon Inn 1087

Beacon Inn 1087
2.5 star property
Longwood
8.0 out of 10, Very good, (879 reviews)
"We had a very relaxed stay! Easy late check in and affordable parking."
United States
Julie
The price is AED 477
AED 533 total
includes taxes & fees
15 Nov - 16 Nov
Beacon Inn 1087
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 Eastern Massachusetts Hotel Reviews

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

10/10 Excellent
"Great location, clean rooms great staff"
Colleen 2-night trip
Posted less than an hour ago
Omni Boston Hotel at the Seaport