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Check prices for these dates

Compare 27 Cottages in Winchester with updated reviews, rates, and availability.

Seaport Hotel Boston

4.0 star property
9.6 out of 10, Exceptional, (2824)
"Amazing everyone is so inviting ! "
The price is SAR 851
SAR 1,010 total
includes taxes & fees
7 Mar - 8 Mar
Seaport Hotel Boston

The Godfrey Hotel Boston

4.0 star property
9.4 out of 10, Exceptional, (3765)
"Great location, service and comfortable."
The price is SAR 559
SAR 825 total
includes taxes & fees
27 Feb - 28 Feb
The Godfrey Hotel Boston

Harborside Inn Of Boston

4.0 star property
9.2 out of 10, Wonderful, (4796)
"Location is great"
The price is SAR 446
SAR 520 total
includes taxes & fees
25 Feb - 26 Feb
Harborside Inn Of Boston

The Dagny Boston

4.0 star property
9.4 out of 10, Exceptional, (5435)
"Wonderful stay "
The price is SAR 570
SAR 773 total
includes taxes & fees
27 Feb - 28 Feb
The Dagny Boston

Hilton Boston Park Plaza

4.0 star property
8.4 out of 10, Very Good, (3333)
"The staff was extremely helpful"
The price is SAR 529
SAR 769 total
includes taxes & fees
1 Mar - 2 Mar
Hilton Boston Park Plaza

Omni Boston Hotel at the Seaport

4.0 star property
9.2 out of 10, Wonderful, (3269)
"Loved Omni, I will be staying again definitely recommend "
The price is SAR 728
SAR 978 total
includes taxes & fees
25 Feb - 26 Feb
Omni Boston Hotel at the Seaport

The Revolution Hotel

3.5 star property
8.8 out of 10, Excellent, (1917)
"Cozy. Nice staff. Small but affordable. Close to Amtrak and restaurants"
The price is SAR 379
SAR 442 total
includes taxes & fees
25 Feb - 26 Feb
The Revolution Hotel

citizenM Boston Back Bay

4.0 star property
9.4 out of 10, Exceptional, (730)
"The only problem is the bed against the wall. Honestly u can’t have a bed that doesn’t have a way to let both people have access "
The price is SAR 446
SAR 520 total
includes taxes & fees
27 Feb - 28 Feb
citizenM Boston Back Bay

citizenM Boston North Station

4.0 star property
9.2 out of 10, Wonderful, (3127)
"Property was great. Room was clean. Bed was super comfortable. I went for hockey games so location to the TD Garden was perfect. Would definitely stay there again "
The price is SAR 540
SAR 629 total
includes taxes & fees
9 Mar - 10 Mar
citizenM Boston North Station

Encore Boston Harbor

5.0 star property
9.6 out of 10, Exceptional, (2749)
"Excellent stay! Our room overlooking the harbor was so clean and comfortable. We found using Alexa and the iPad to be very easy & convenient. We enjoyed a delicious dinner at Mystique and breakfast at Giardino’s. Highly recommend both. We will be back!"
The price is SAR 899
SAR 1,005 total
includes taxes & fees
26 Mar - 27 Mar
Encore Boston Harbor

Copley Square Hotel, a FOUND Hotel

4.0 star property
8.6 out of 10, Excellent, (3401)
"We have stayed at Copley Square multiple times and will stay here again. "
The price is SAR 390
SAR 454 total
includes taxes & fees
25 Feb - 26 Feb
Copley Square Hotel, a FOUND Hotel

Staypineapple, A Delightful Hotel, South End

3.0 star property
8.8 out of 10, Excellent, (800)
"This hotel was so cute! The staff was amazing everything was spotless, the bar and restaurant great. "
The price is SAR 431
SAR 611 total
includes taxes & fees
5 Mar - 6 Mar
Staypineapple, A Delightful Hotel, South End

YOTEL Boston

4.0 star property
8.4 out of 10, Very Good, (1949)
"Love it "
The price is SAR 445
SAR 628 total
includes taxes & fees
9 Mar - 10 Mar
YOTEL Boston

Found Hotel Boston Common

2.5 star property
8.4 out of 10, Very Good, (1153)
"Everything was according to the offer. Convenient for trips at Boston "
The price is SAR 409
SAR 476 total
includes taxes & fees
25 Feb - 26 Feb
Found Hotel Boston Common

Fairmont Copley Plaza, Boston

4.5 star property
8.8 out of 10, Excellent, (1009)
"Fabulous Joe, the concierge. Our only complaint was the cold bathroom floor and 24/7 sound of the outside whistling wind."
The price is SAR 985
SAR 1,278 total
includes taxes & fees
27 Feb - 28 Feb
Fairmont Copley Plaza, Boston

Hyatt Regency Boston

4.0 star property
9.0 out of 10, Wonderful, (1351)
"Location and facility was perfect"
The price is SAR 596
SAR 826 total
includes taxes & fees
3 Mar - 4 Mar
Hyatt Regency Boston

Hampton Inn & Suites Boston Crosstown Center

3.0 star property
7.8 out of 10, Good, (1017)
"It was clean and comfortable. Quiet, nice breakfast."
The price is SAR 349
SAR 406 total
includes taxes & fees
26 Feb - 27 Feb
Hampton Inn & Suites Boston Crosstown Center

The Bostonian Boston

4.0 star property
8.4 out of 10, Very Good, (1946)
"Everyone was extremely friendly and attentive. What really sold us when looking was the parking garage across the street. "
The price is SAR 420
SAR 618 total
includes taxes & fees
26 Feb - 27 Feb
The Bostonian Boston

The Westin Boston Seaport District

4.0 star property
9.0 out of 10, Wonderful, (1768)
"It was a nice stay. I was disappointed that the skywalk was closed before we were done playing volleyball and, therefore, needed to walk outside to get into the hotel. The reason we book this hotel, versus the others, is to avoid walking outside. And, while I know it is not a far walk, it was still an unexpected inconvenience at 10:00 pm. The food was good at the Birch Bar, but the flatbreads were smaller than they were 2 weeks ago when I was here for my other daughter's volleyball...
The price is SAR 570
SAR 795 total
includes taxes & fees
9 Mar - 10 Mar
The Westin Boston Seaport District

Hotel Commonwealth

4.5 star property
9.4 out of 10, Exceptional, (1382)
"Only one night but I enjoyed my stay here. Would do it again. "
The price is SAR 671
SAR 956 total
includes taxes & fees
25 Feb - 26 Feb
Hotel Commonwealth
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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Other property types in Winchester

Sonder 907 Main

4.0 star property
8.2 out of 10, Very Good, (434)
"Clean, spacious room/bathroom, convenient. "
The price is SAR 500
SAR 580 total
includes taxes & fees
2 Mar - 3 Mar
Sonder 907 Main

No. 284 powered by Sonder

4.0 star property
9.4 out of 10, Exceptional, (869)
"my favorite stay ever. i loved my stay and everything about it and can’t wait to come back soon. "
The price is SAR 577
SAR 681 total
includes taxes & fees
2 Mar - 3 Mar
No. 284 powered by Sonder

Temple Place Suites

2.5 star property
6.8 out of 10, (182)
"Insane lil spot for seeing Boston and surrounding areas!"
The price is SAR 360
SAR 620 total
includes taxes & fees
25 Feb - 26 Feb
Temple Place Suites
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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