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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sep - 7 Sep
In two months
3 Oct - 5 Oct

Guest Houses in Winchester

Blooming Inn
Front of property

Blooming Inn

3.0 star property
9.2 out of 10, Wonderful, (107)
"Lovely Inn and very responsive and approachable staff. "
The price is AED 360
AED 545 total
includes taxes & fees
12 Aug - 13 Aug
Blooming Inn
The Burrell House
Exterior

The Burrell House

2.5 star property
9.6 out of 10, Exceptional, (132)
"Restful and relaxing "
The Burrell House
Relax in a Unique Treehouse Getaway - in Southwest NH
Interior

Relax in a Unique Treehouse Getaway - in Southwest NH

10.0 out of 10, Exceptional, (14)
"What a beautiful and comfortable structure. Can't wait to come back!"
Relax in a Unique Treehouse Getaway - in Southwest NH
In town, newly remodeled studio with private balcony
Smart TV, Netflix, streaming services

In town, newly remodeled studio with private balcony

10.0 out of 10, Exceptional, (113)
"Great place. Quiet, clean and spacious - thank you so much "
In town, newly remodeled studio with private balcony
The Inn At Quail Run
Seasonal outdoor pool

The Inn At Quail Run

2.5 star property
9.0 out of 10, Wonderful, (64)
"Exceptional service beautiful place "
The price is AED 790
AED 869 total
includes taxes & fees
11 Aug - 12 Aug
The Inn At Quail Run
Magical Retreat Cottage - Surrounded by Waterfalls, Extreme Peace and fast WiFi
Smart TV, fireplace

Magical Retreat Cottage - Surrounded by Waterfalls, Extreme Peace and fast WiFi

10.0 out of 10, Exceptional, (4)
"One of my favorite places in the world. Truly is magical "
Magical Retreat Cottage - Surrounded by Waterfalls, Extreme Peace and fast WiFi
Angels Rest Retreat
Property amenity

Angels Rest Retreat

3.0 star property
10.0 out of 10, Exceptional, (1)
"Angel's Rest is sooo peaceful. We had a delicious and super healthy breakfast in the breakfast nook, surrounded by lovely plants and a small fountain, looking out over the rolling hills of Western Mass. The fall colors were nice. "
Angels Rest Retreat
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 Winchester Hotel Reviews

Keene Elm City Hotel, Ascend Hotel Collection

Keene Elm City Hotel, Ascend Hotel Collection

10/10 Excellent
"Staff are very nice. Free breakfast appreciated!"
Danielle 1-night trip
Posted 1 day ago
Keene Elm City Hotel, Ascend Hotel Collection