Search Guest Houses in Winchester
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Compare 15 Guest Houses in Winchester with updated reviews, rates, and availability.

Copley House
Copley House
8.8 out of 10, Excellent, (1607)
The price is SAR 1,932
SAR 2,221 total
includes taxes & fees
2 Apr - 3 Apr

Oasis Guest House
Oasis Guest House
9.4 out of 10, Exceptional, (1162)
The price is SAR 518
SAR 595 total
includes taxes & fees
30 Mar - 31 Mar

Coolidge Corner Guest House
Coolidge Corner Guest House
8.2 out of 10, Very Good, (601)
The price is SAR 532
SAR 595 total
includes taxes & fees
1 Apr - 2 Apr

Beacon Inn 1750
Beacon Inn 1750
7.4 out of 10, Good, (691)
The price is SAR 410
SAR 458 total
includes taxes & fees
27 Mar - 28 Mar

Davis Square Inn
Davis Square Inn
9.6 out of 10, Exceptional, (57)

Tranquil House in Cambridge
Tranquil House in Cambridge
8.8 out of 10, Excellent, (141)
The price is SAR 371
SAR 425 total
includes taxes & fees
30 Mar - 31 Mar

The Inn on the Horse Farm
The Inn on the Horse Farm
8.0 out of 10, Very Good, (247)
The price is SAR 487
SAR 544 total
includes taxes & fees
26 Apr - 27 Apr

ESJACPE GUEST HOUSE
ESJACPE GUEST HOUSE
3.0 out of 10, (19)
The price is SAR 206
SAR 616 total
includes taxes & fees
27 Mar - 28 Mar
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.
Save an average of 15% on thousands of hotels when you're signed in
Other property types in Winchester

Maverick Suites at 28 Fenway
Maverick Suites at 28 Fenway
9.0 out of 10, Wonderful, (174)
The price is SAR 383
SAR 806 total
includes taxes & fees
30 Mar - 31 Mar

Sonder 907 Main
Sonder 907 Main
8.2 out of 10, Very Good, (448)
The price is SAR 640
SAR 743 total
includes taxes & fees
22 Apr - 23 Apr

Temple Place Suites
Temple Place Suites
6.8 out of 10, (192)
The price is SAR 446
SAR 719 total
includes taxes & fees
8 Apr - 9 Apr
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.
Recent reviews of Winchester hotels
Recent reviews of Winchester hotels

The Dagny Boston
5/5 Excellent
"The best hotel Ive stayed in, in a very long time. Staff is extremely friendly, very helpful. The room was very clean and comfortable. I will definitely stay there again my next time in Boston. "
A verified traveler stayed at The Dagny Boston
Posted 7 hours ago
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Top Guest Houses in Other Destinations
More Accommodation Types in Winchester
- Apartments in Winchester
- Vacation Homes in Winchester
- Condo Rentals in Winchester
- Cottages in Winchester
- B&B in Winchester
- Aparthotels in Winchester
- Houseboats in Winchester
- Motels in Winchester
- Hostels in Winchester
- Inns in Winchester
- Villas in Winchester
- Farmstay in Winchester
- Residences in Winchester
- Hotels