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, (563 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 327
AED 412 total
includes taxes & fees
2 Nov - 3 Nov
Mercury Hotel Provincetown
A room with a wooden floor, a white dresser, a bean bag, and a bench.

2. The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
3.0 star property
East Wareham
10.0 out of 10, Exceptional, (11 reviews)
"It was an amazing relaxing place. Very family friendly"
United States
Karen
The price is AED 309
AED 1,986 total
includes taxes & fees
29 Oct - 30 Oct
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
A wooden house with a porch, a Christmas tree, and string lights.

3. Nantucket Guest House

Nantucket Guest House
3.0 star property
Nantucket
9.8 out of 10, Exceptional, (69 reviews)
"Great staff and accommodations for our visit."
United States
Steve
The price is AED 364
AED 693 total
includes taxes & fees
15 Oct - 16 Oct
Nantucket Guest House
A large, multi-story house with a swimming pool, outdoor seating, and a balcony.

4. Brass Key Guesthouse - Adults Only

Brass Key Guesthouse - Adults Only
4.0 star property
Provincetown
9.6 out of 10, Exceptional, (571 reviews)
"Great place to stay."
United States
Jason
The price is AED 655
AED 749 total
includes taxes & fees
2 Nov - 3 Nov
Brass Key Guesthouse - Adults Only
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 413
AED 453 total
includes taxes & fees
3 Nov - 4 Nov
The Ipswich Inn
A house with a brick exterior and a covered patio area.

6. Sea Breeze Inn

Sea Breeze Inn
2.5 star property
Hyannis
7.8 out of 10, Good, (221 reviews)
"The Sea Breeze is perfect place to stay. The staff is very nice people, they did the best to make make sure we had everything what we needed. Thank you very much. See you next time. Rita"
United States
Rita
The price is AED 290
AED 332 total
includes taxes & fees
1 Nov - 2 Nov
Sea Breeze Inn
A modern hotel room with a kitchenette, a dining area, and a bedroom with a bed and a window.

7. Cutwater Inn & Suites

Cutwater Inn & Suites
3.5 star property
Newburyport
9.0 out of 10, Wonderful, (34 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 plate of French toast with bananas on a beach view.

8. 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, (248 reviews)
"Amazing stay. Great place right on the beach. Will be back."
United States
Jason
The price is AED 671
AED 873 total
includes taxes & fees
24 Oct - 25 Oct
By the Sea Guests Bed & Breakfast & Suites
A room with wooden walls, a leather chair, a small table with a lamp, and a clock on the wall.

9. 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)
The price is AED 687
AED 786 total
includes taxes & fees
23 Oct - 24 Oct
Crew's Quarters Boarding House Caters to Men
A house with a pond in front, surrounded by autumn-colored trees.

10. The Inn on the Horse Farm

The Inn on the Horse Farm
3.0 star property
Sudbury
8.0 out of 10, Very good, (284 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 kitchen with blue cabinets, a white refrigerator, a coffee maker, and a sink with a gold faucet.

11. 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
27 Oct - 28 Oct
The Lightkeepers Inn
A two-story house with a balcony and a porch.

12. 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 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 826
AED 945 total
includes taxes & fees
15 Oct - 16 Oct
The Bradford
A two-story house with a well-lit front porch, a staircase leading to the entrance, and a garden with various plants and flowers.

15. 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 964
AED 1,103 total
includes taxes & fees
19 Oct - 20 Oct
Winstead Inn
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.

16. Cambridge Common House

Cambridge Common House
4.0 star property
West Cambridge
10.0 out of 10, Exceptional, (48 reviews)
"It’s a pretty nice place to stay."
United States
Jason
The price is AED 731
AED 836 total
includes taxes & fees
11 Nov - 12 Nov
Cambridge Common House
A large, two-story house with a central entrance, large windows, and a well-maintained lawn.

17. 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
21 Oct - 22 Oct
Chapter 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)
"I highly recommend this place for a great getaway as a vacation spot"
United States
Jonathan
The price is AED 513
AED 573 total
includes taxes & fees
1 Nov - 2 Nov
Beacon Inn 1750
A building with a brick facade partially covered in green ivy.

19. Copley House

Copley House
3.0 star property
Back Bay
9.2 out of 10, Wonderful, (2,294 reviews)
"Very nice and clean property, easy check-in, great location. Would absolutely stay here again!"
United States
Ian
The price is AED 980
AED 1,126 total
includes taxes & fees
29 Oct - 30 Oct
Copley House
A bedroom with a large clawfoot bathtub, a four-poster bed, and a wooden ceiling.

20. Silsbee's by Daniels House

Silsbee's by Daniels House
4.0 star property
Salem
9.6 out of 10, Exceptional, (93 reviews)
The price is AED 1,114
AED 1,244 total
includes taxes & fees
8 Nov - 9 Nov
Silsbee's by Daniels House
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

Encore Boston Harbor

Encore Boston Harbor

8/10 Good
"I would have given 5+ stars. Best room I've ever had and I travel a lot. Property is beautiful, food was good, staff pleasant, etc. The reason for the 4 stars: 1 - hotel emailed about week before we were to be there and said all amenities may not be available (true, not all restaurants were open, no room service) and beware of picketing in front of property (employees were on strike); 2 - i stayed on the Harbor side 23 floor and we could still hear them beating drums late at night; 3 - it took 3 calls, 2 days and a visit to front desk to have someone to fix the TV (couldn't see the Cowboys lose) Other than that it would have been the Perfect anniversary. You would think the property would have given a voucher, discount or something. I would stay again and pay 5 star price but they need to fix the issues they have going on."
Howard 5-night trip
Posted less than an hour ago
Encore Boston Harbor