Search Guest Houses in Winchester

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Compare Guest Houses in Winchester with updated reviews, rates, and availability.

White Moose Inn

4.0 star property
9.8 out of 10, Exceptional, (129)
"Great staff, service was awesome! Highly recommend this property. "
The price is SAR 1,238
SAR 1,334 total
includes taxes & fees
12 Mar - 13 Mar
White Moose Inn

The Bluebird Suite at Harpers Ferry Guest House

10.0 out of 10, Exceptional, (47)
"This property is in an ideal location, very very clean, exactly as described Would definitely recommend and hopefully will book again our visit. "
The price is SAR 488
SAR 626 total
includes taxes & fees
9 Mar - 10 Mar
The Bluebird Suite at Harpers Ferry Guest House

Briar Patch Bed & Breakfast Inn

3.0 star property
7.8 out of 10, Good, (8)
"Charming but rustic farm property with outbuildings. Eclectic, NOT fancy. Very clean, not manicured. This is like staying at a real farm. "
The price is SAR 1,031
SAR 1,176 total
includes taxes & fees
4 Mar - 5 Mar
Briar Patch Bed & Breakfast Inn

Sojourn at The Legacy Inn- The Cash & Carter Suite

10.0 out of 10, Exceptional, (3)
"This is an exceptional property! My wife and I spent a night here and had access to the living room where we hing out and played games and our cash and carter room was super comfortable, clean and we will be back! We took advantage of the i e maker AND restaurants/ Main Street was a very short walk away on Lurays river walk. We did the entire walk with our dog and visited a few bakeries who were true artisans! LOVED OUR VISIT!!!"
The price is SAR 289
SAR 588 total
includes taxes & fees
4 Mar - 5 Mar
Sojourn at The Legacy Inn- The Cash & Carter Suite

Riverview Suite at La Soledad

10.0 out of 10, Exceptional, (2)
"River Views Lavender Farm was an exceptional place to stay! Upon arrival we were greeted by 3 very happy and friendly dogs! The room was very comfortable and met all our needs. We opened up the windows and enjoyed listening to the sound of the river below and admiring the beauty all around. There was an issue with the internet connection not working, we were in communication with our host often and the issue was resolved in a timely manner. We enjoyed delicious meals at Cannonball Deli and...
Riverview Suite at La Soledad

Guest House at Mt. Independence

4.0 star property
10.0 out of 10, Exceptional, (1)
Guest House at Mt. Independence

Sojourn at The Legacy Inn- The Adam's Suite

9.4 out of 10, Exceptional, (3)
"What an absolutely adorable Inn. Everything was excellent. We really enjoyed our stay here. Very quiet. Very cleaned. Overall 5+ stars. We will definitely come back again."
The price is SAR 285
SAR 584 total
includes taxes & fees
4 Mar - 5 Mar
Sojourn at The Legacy Inn- The Adam's Suite

The Goldfinch Suite at Harpers Ferry Guest House

10.0 out of 10, Exceptional, (37)
"Great location! Close to walk to restaurants, activities"
The Goldfinch Suite at Harpers Ferry Guest House

Shenandoah Mountain House - Guest Suite

10.0 out of 10, Exceptional, (4)
"We had a lovely stay! If the weather had been better, I know we would have taken advantage of all the outdoor amenities -- big porch and fire pit. Ferhan was very responisve to any questions we had. "
The price is SAR 431
SAR 997 total
includes taxes & fees
4 Mar - 5 Mar
Shenandoah Mountain House - Guest Suite

The Chickadee Room at Harpers Ferry Guest House

9.8 out of 10, Exceptional, (9)
"We enjoyed our stay. We liked the room and the fact it was close to town which made going places easy. "
The Chickadee Room at Harpers Ferry Guest House

►New! Unique Custom Crafted Train Station Lodge W/ private walking trails

10.0 out of 10, Exceptional, (12)
"This is such a gem. House is perfectly set up for a family to have fun and comfy sleep. It’s beautiful. I love the train theme! Thank you ! "
►New! Unique Custom Crafted Train Station Lodge W/ private walking trails

The Cardinal Suite at Harpers Ferry Guest House

10.0 out of 10, Exceptional, (17)
"Perfect for a little weekend getaway. Super clean, comfy bed, large than expected bathroom, easy parking, fridge and basket with breakfast options. Only downside was no ice. "
The Cardinal Suite at Harpers Ferry Guest House

Find the secrets to peace and beauty here!

2.0 star property
9.8 out of 10, Exceptional, (19)
"We are so glad we stumbled upon this gem! Looking to find a place to celebrate our anniversary & get away (long overdue), I found Ramana’s garden paradise. It is a quaint 1920’s carriage house with beautiful hardwood floors, a pedestal tub, fully stocked kitchen & large screened in porch for relaxing on those gorgeous evenings! Upon arrival, Ramana greeted us with our keys & a tour of the whole property, including where we would be staying, showing us where we could find organic veggies & herbs...
Find the secrets to peace and beauty here!

Sojourn at The Legacy Inn-The Bonnie & Clyde Suite

8.0 out of 10, Very Good, (1)
"Beautiful little gem. PM had good communication,there was a little issue with the front door code when we got there, but I messaged them and they promptly responded with a correct code. Only real issue was the place was a little "dirty". Looked like whoever cleaned did not dust, or sweep (dead crickets, broken glass near toilet in bathroom), or wipe down the nite stand (rings from past cups). With a 45 cleaning fee, I'd expect the place to be a little more clean. For me personally I would prefer...
The price is SAR 311
SAR 614 total
includes taxes & fees
4 Mar - 5 Mar
Sojourn at The Legacy Inn-The Bonnie & Clyde Suite

Sojourn at The Legacy Inn- The King Suite

8.0 out of 10, Very Good, (1)
The price is SAR 285
SAR 584 total
includes taxes & fees
4 Mar - 5 Mar
Sojourn at The Legacy Inn- The King Suite

Guest House at Mt Independence

2.0 star property
10.0 out of 10, Exceptional, (2)
"Had a great time arching the sun rise and set over the blue ridge mountains "
Guest House at Mt Independence

Sojourn at The Legacy Inn- The Kennedy Suite

The price is SAR 285
SAR 584 total
includes taxes & fees
4 Mar - 5 Mar
Sojourn at The Legacy Inn- The Kennedy Suite

Sojourn at The Legacy Inn- The Parton Suite

The price is SAR 450
SAR 822 total
includes taxes & fees
4 Mar - 5 Mar
Sojourn at The Legacy Inn- The Parton Suite

Magical Unicorn Hollow /Wineries /Great Meadows Events Fully furnished apartment

10.0 out of 10, Exceptional, (3)
"Absolutely loved our stay at Unicorn Hollow. So peaceful. Clean and had everything you needed. Loved the horses and Guiseppe (the donkey) along with the deer and alpacas. Can stroll about the property. Anna and Pino were wonderful to meet. "
Magical Unicorn Hollow /Wineries /Great Meadows Events Fully furnished apartment

The Legacy Inn Luray Virginia

3.0 star property
8.0 out of 10, Very Good, (25)
"The Legacy Inn felt like home. If you're looking for a quiet getaway that's in the heart of downtown Luray then I would highly recommend them. This has been my second visit and I will be a staying again in the very near future! "
The Legacy Inn Luray Virginia
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.
Don't see what you're looking for?
See all available properties in Winchester
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Winchester

Charming mountaintop cabin with hot tub, pool table, and breathtaking views

9.8 out of 10, Exceptional, (196)
"We booked the cabin for a weekend get away. The cabin was great. My boyfriend purposed to me and I left the ring at the cabin! Please contact me ASAP! "
Charming mountaintop cabin with hot tub, pool table, and breathtaking views

Star view cabin-Riverfront

9.8 out of 10, Exceptional, (304)
"We experienced the beauty of a mountain snowstorm and it was awesome! We enjoyed the gorgeous view sitting by the fireplace and feeling super cozy. Nina the owner was so thoughtful, checking on us, suggesting a good place for our car during the storm so that we wouldn’t get stuck when it came time to go home, even cleaning our car off for us! That was above and beyond—thank you, Nina. The cabin is as pictured and well appointed. We plan to return here. "
Star view cabin-Riverfront

Authentic Mountain Log Cabin Perched On A Cliff Side Above The Shenandoah River

9.6 out of 10, Exceptional, (342)
"We were looking for a weekend getaway to do some hiking in Shenendoah and the Cozy Cabin was perfect! The views from the deck were gorgeous, and loved having a fireplace in the living room and bedroom on a cold weekend. Close to Front Royal, and the park - overall very happy with our stay!"
Authentic Mountain Log Cabin Perched On A Cliff Side Above The Shenandoah River
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.