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Cheap & Best Hotels near Winchester

Holiday Inn Express Hotel & Suites Brattleboro, an IHG Hotel
8.7 (280 reviews)
Holiday Inn Express Hotel & Suites Brattleboro, an IHG Hotel
Hotel · 2 Guests · 1 Bedroom
$174 /night
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Econo Lodge Brattleboro
Econo Lodge Brattleboro
Motel · 2 Guests · 1 Bedroom
$123 /night
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Holiday Inn Express Keene, an IHG Hotel
8.2 (673 reviews)
Holiday Inn Express Keene, an IHG Hotel
Hotel · 2 Guests · 1 Bedroom
$133 /night
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Riverside Hotel, Ascend Hotel Collection
9.6 (173 reviews)
Riverside Hotel, Ascend Hotel Collection
Hotel · 2 Guests · 1 Bedroom
$158 /night
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Comfort Inn & Suites Brattleboro I-91
8.1 (156 reviews)
Comfort Inn & Suites Brattleboro I-91
Hotel · 2 Guests · 1 Bedroom
$146 /night
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The Burrell House
9.2 (48 reviews)
The Burrell House
Inn · 2 Guests · 1 Bedroom
$156 /night
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Four Columns Inn
8.7 (18 reviews)
Four Columns Inn
Hotel · 2 Guests · 1 Bedroom
$300 /night
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Benjamin Prescott Inn
Benjamin Prescott Inn
Inn · 2 Guests · 1 Bedroom
$196 /night
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Best Western Plus Keene Hotel
8.2 (354 reviews)
Best Western Plus Keene Hotel
Hotel · 2 Guests · 1 Bedroom
$138 /night
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Colonial Motel and Spa
Colonial Motel and Spa
Motel · 2 Guests · 1 Bedroom
$196 /night
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Vikings Villages Resort
Vikings Villages Resort
Resort · 2 Guests · 1 Bedroom
$385 /night
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Hampton Inn & Suites Greenfield
8.4 (184 reviews)
Hampton Inn & Suites Greenfield
Hotel · 2 Guests · 1 Bedroom
$212 /night
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The Putney Inn
8.3 (228 reviews)
The Putney Inn
Hotel · 2 Guests · 1 Bedroom
$93 /night
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Courtyard Keene Downtown
8.5 (188 reviews)
Courtyard Keene Downtown
Hotel · 2 Guests · 1 Bedroom
$144 /night
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Hampton by Hilton Brattleboro
8.0 (201 reviews)
Hampton by Hilton Brattleboro
Hotel · 2 Guests · 1 Bedroom
$141 /night
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Riverhouse by Weekender formerly Jack Daniels Inn
9.3 (81 reviews)
Riverhouse by Weekender formerly Jack Daniels Inn
Motel · 2 Guests · 1 Bedroom
$197 /night
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The Covered Bridge Inn
The Covered Bridge Inn
Hotel · 2 Guests · 1 Bedroom
$77 /night
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The Inn at Crumpin-Fox
9.5 (55 reviews)
The Inn at Crumpin-Fox
Inn · 2 Guests · 1 Bedroom
$179 /night
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Travelodge by Wyndham Brattleboro VT
Travelodge by Wyndham Brattleboro VT
Hotel · 2 Guests · 1 Bedroom
$112 /night
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The White House Inn
9.2 (33 reviews)
The White House Inn
Inn · 2 Guests · 1 Bedroom
$271 /night
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Hotels with Air Conditioning in Winchester

Holiday Inn Express Keene, an IHG Hotel
Air Conditioning
8.2 (673 reviews)
Holiday Inn Express Keene, an IHG Hotel
Hotel · 2 Guests · 1 Bedroom
$133 /night
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Benjamin Prescott Inn
Air Conditioning
Benjamin Prescott Inn
Inn · 2 Guests · 1 Bedroom
$196 /night
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The Burrell House
Air Conditioning
10 (1 review)
The Burrell House
Inn · 2 Guests · 1 Bedroom
$146 /night
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What amenities are must-have and should not be missed when choosing a hotel in Winchester area?
Best Hotel Amenities in Winchester Area
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Depending on how long you are going to rent the place, you may want to choose different hotel amenities, e.g. an extended stay hotel with kitchen or just a basic place. Check below amenities in Winchester area. In Winchester, 199 rentals offer Air Conditioning, 129 rentals offer Pool, 92 rentals offer Breakfast. So, if you need Air Conditioning during your hotel stays, use the Air Conditioning filter to compare these hotels. Two amenities that are not typical are Bed Linens provided, Crib.
Is hotel cheaper than airbnb or vacation rentals in Winchester?
Hotel Price Distribution in Winchester
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The graph shows the percentages of hotels in each price bucket in Winchester area. Most (42.06%) of the hotel prices fall into the $100 - $150 price range.
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Is there any hotels in Winchester that are pet friendly and no pet fee?
Winchester hotels that are pet/dog friendly
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22.75% of cheap & best hotels in Winchester are pet friendly. Some hotels may have pet fees. Make sure to double check before booking them.
Which places should I visit in Winchester?
Places to Visit in Winchester
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The POIs worth a visit in Winchester area:

How Many Airports in Winchester?
Top Airports in Winchester
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Here are the airports that located near Winchester:

Hotels with Pool in Winchester

Colonial Motel and Spa
Pool
Colonial Motel and Spa
Motel · 2 Guests · 1 Bedroom
$196 /night
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Best Western Plus Keene Hotel
Pool
8.2 (354 reviews)
Best Western Plus Keene Hotel
Hotel · 2 Guests · 1 Bedroom
$138 /night
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Courtyard Keene Downtown
Pool
8.5 (188 reviews)
Courtyard Keene Downtown
Hotel · 2 Guests · 1 Bedroom
$144 /night
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Pet Friendly Hotels in Winchester

The Covered Bridge Inn
Pets Welcome
The Covered Bridge Inn
Hotel · 2 Guests · 1 Bedroom
$77 /night
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Riverside Hotel, Ascend Hotel Collection
Pets Welcome
9.6 (173 reviews)
Riverside Hotel, Ascend Hotel Collection
Hotel · 2 Guests · 1 Bedroom
$158 /night
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Hampton by Hilton Brattleboro
Pets Welcome
8.0 (201 reviews)
Hampton by Hilton Brattleboro
Hotel · 2 Guests · 1 Bedroom
$141 /night
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Hotels with Hot Tub in Winchester

Courtyard Keene Downtown
Hot Tub
8.5 (188 reviews)
Courtyard Keene Downtown
Hotel · 2 Guests · 1 Bedroom
$144 /night
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The Covered Bridge Inn
Hot Tub
The Covered Bridge Inn
Hotel · 2 Guests · 1 Bedroom
$77 /night
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Hampton by Hilton Brattleboro
Hot Tub
8.0 (201 reviews)
Hampton by Hilton Brattleboro
Hotel · 2 Guests · 1 Bedroom
$141 /night
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* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
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