Search Hotels in Town of Jackson

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Compare 1,550 hotels in Town of Jackson with room rates, reviews, and availability. Most hotels are fully refundable.

The Four Chimneys Inn
Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10 | Premium bedding, individually decorated, individually furnished
The Four Chimneys Inn
4.0 star property
9.4 out of 10, Exceptional, (257)
"We quite liked this hotel as it was charming and well thought out in many ways. We especially loved the dinner we had the first night. Our room had a fireplace and we loved that feature because it was a bit chillier than we expected. The only thing we would have wished for was a mini fridge in the room, but that’s not a huge deal breaker for us to return someday. It Is a nice walkable area and an easy to navigate town. Sadly, Bennington Pottery store isn’t open to the public anymore, but the...
The price is $256
$280 total
includes taxes & fees
Jun 17 - Jun 18
The Four Chimneys Inn
Paradise Inn
Seasonal outdoor pool, pool umbrellas, sun loungers
Paradise Inn
2.5 star property
8.2 out of 10, Very Good, (1001)
"We were late coming in and the owner was accommodating! It was quiet and clean -- not new and modern, but great for the price!"
The price is $179
$195 total
includes taxes & fees
Jul 4 - Jul 5
Paradise Inn
The Autumn Inn
Front of property
The Autumn Inn
2.0 star property
7.8 out of 10, Good, (503)
"Independent motel, somewhat dated but clean with updated bathroom. Gentleman who assisted me was lovely. Short visit to Bennington to visit an elderly family member. Convenient, although I wish I could find better coffee close by. I launched early morning on low grade."
The price is $89
$97 total
includes taxes & fees
Jun 6 - Jun 7
The Autumn Inn
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Hampton Inn Bennington
Exterior
Hampton Inn Bennington
2.5 star property
8.6 out of 10, Excellent, (876)
"Wish there were bigger towels in pool area. And sauna needs re-do. Staff is great, breakfast and coffee station is great. "
The price is $161
$175 total
includes taxes & fees
Jun 16 - Jun 17
Hampton Inn Bennington
Best Western Bennington
In-room safe, blackout drapes, iron/ironing board
Best Western Bennington
2.5 star property
7.8 out of 10, Good, (707)
"Converted motel but nicely done"
The price is $119
$130 total
includes taxes & fees
Jun 12 - Jun 13
Best Western Bennington
Harwood Hill Motel
Property amenity
Harwood Hill Motel
2.0 star property
9.4 out of 10, Exceptional, (435)
"Nice"
The price is $130
$142 total
includes taxes & fees
Jun 9 - Jun 10
Harwood Hill Motel
Bennington Motor Inn
2 Bedroom Unit | Individually decorated, iron/ironing board, cribs/infant beds, free WiFi
Bennington Motor Inn
2.0 star property
7.6 out of 10, Good, (411)
"Parking for motorcycles not sure"
The price is $119
$130 total
includes taxes & fees
Jun 13 - Jun 14
Bennington Motor Inn
South Shire
Reception
South Shire
4.0 star property
9.4 out of 10, Exceptional, (58)
"Piano player was great"
The price is $184
$201 total
includes taxes & fees
Jun 17 - Jun 18
South Shire
West Road Motel
Desk, iron/ironing board, cribs/infant beds, rollaway beds
West Road Motel
2.0 star property
5.0 out of 10, (123)
"The only decent thing was that it was clean. Broken doors, broken remote, broken lamp, was frightening pulling in with people that seemed to be just hanging out. Maybe they lived there in a room. All kinds of what appeared to be junk all around run down buildings. "
West Road Motel
Starlight Inn
View from property
Starlight Inn
2.0 star property
6.6 out of 10, (181)
"Clean room, nice staff. "
The price is $85
$93 total
includes taxes & fees
Jun 6 - Jun 7
Starlight Inn
Eddington House Inn
Porch
Eddington House Inn
3.0 star property
9.4 out of 10, Exceptional, (64)
"Owner was very kind and gracious. The accommodation was a bit overlooked with attention. We had spider webs hanging from the ceiling in the bedroom, and there was no hand soap to wash our hands in the bathroom. We had a nice breakfast, and the Inn itself was old and had some charm. The grounds had lovely flower beds. The bed was only a double size, but it was comfortable. "
The price is $213
$233 total
includes taxes & fees
Jun 20 - Jun 21
Eddington House Inn
Maple Shade Bed & Breakfast
Property grounds
Maple Shade Bed & Breakfast
3.0 star property
9.8 out of 10, Exceptional, (85)
"Super clean, friendly owners, great breakfast, rooms beautifully appointed in a country home style. Loved it!"
The price is $204
$220 total
includes taxes & fees
Jun 10 - Jun 11
Maple Shade Bed & Breakfast
Studio style farm stay
Exterior
Studio style farm stay
9.0 out of 10, Wonderful, (28)
"Nice use of old barn … fun arty touches. Quite and clean and very convenient for exploring around North Bennington and surrounding country."
Studio style farm stay
The Farmhouse at Saratoga - H2
Exterior
The Farmhouse at Saratoga - H2
10.0 out of 10, Exceptional, (4)
"Clean, well appointed one bedroom. Very comfortable bed and furniture. Nicely decorated. Thanks!"
The Farmhouse at Saratoga - H2
Cozy 1 Bedroom farm stay cottage
Golf
Cozy 1 Bedroom farm stay cottage
7.0 out of 10, Good, (6)
"We traveled with our little dog and this property accepts pets and that worked out well. Having a full kitchen helped save on going out to eat."
Cozy 1 Bedroom farm stay cottage
Arlington's West Mountain Inn
Boating
Arlington's West Mountain Inn
3.0 star property
8.4 out of 10, Very Good, (151)
"staff was very courteous and helpful"
Arlington's West Mountain Inn
Best Western Bennington - Deluxe King Bed #1
Outdoor pool
Best Western Bennington - Deluxe King Bed #1
9.6 out of 10, Exceptional, (4)
"Nice place"
The price is $149
$185 total
includes taxes & fees
Jun 11 - Jun 12
Best Western Bennington - Deluxe King Bed #1
Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views
Exterior
Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views
10.0 out of 10, Exceptional, (6)
"Needed to break up our drive home from the Adirondacks where we watched the solar eclipse. This was a peaceful cute cabin that was perfect. Only thing slightly negative was that there was no doors to the bedrooms."
The price is $199
$313 total
includes taxes & fees
Jun 6 - Jun 7
Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views
Escape to Serenity: Cozy 3 bedroom apartment
Fridge, microwave, oven, stovetop
Escape to Serenity: Cozy 3 bedroom apartment
The price is $100
$381 total
includes taxes & fees
Jun 10 - Jun 11
Escape to Serenity: Cozy 3 bedroom apartment
Sowilo Retreat All-Inclusive Cedar House
Dining
Sowilo Retreat All-Inclusive Cedar House
10.0 out of 10, Exceptional, (2)
Sowilo Retreat All-Inclusive Cedar House
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See all available properties in Town of Jackson
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.

Town of Jackson Travel Info

Accommodation
1,550
Lowest price
$85
Highest price
$256
Number of reviews
4,700

Recent reviews of Town of Jackson hotels
Expedia verified reviews

The Inn at Saratoga

The Inn at Saratoga

5/5 Excellent
"The inn at Saratoga had so much character! Staff was friendly and helpful. Coffee in the lobby was delicious. Live music at the bar was appreciated. Easy walk to downtown Saratoga springs with lots of restaurants and shops. Felt very safe. Rooms were large and beds were comfotable"
A verified traveler from oakdale stayed at The Inn at Saratoga
Posted 1 day ago
The Inn at Saratoga