A white covered bridge with a sign indicating a 10-foot clearance and a weight limit of 3 tons.

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Check prices for these dates

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

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Our top choices for Town of Jackson hotels

A hotel room with a large bed, a desk with a chair, a balcony with a view, and a TV mounted on the wall.

1. Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham
2.5 star property
Bennington
8.2 out of 10, Very good, (1,005 reviews)
"Stayed here to attend a local event. It was clean, had breakfast included and was pet friendly. We would definitely stay here again."
United States
Carla
The price is CA $138
CA $151 total
includes taxes & fees
Nov 2 - Nov 3
Hotel Vervana, Trademark Collection by Wyndham
A spacious living room with a fireplace, a piano, and a dining area with round tables and chairs.

2. Knotty Pine

Knotty Pine
2.5 star property
Bennington
8.0 out of 10, Very good, (186 reviews)
"Staff was helpful. To-go breakfast bag was convenient."
United States
DALE
The price is CA $207
CA $226 total
includes taxes & fees
Oct 27 - Oct 28
Knotty Pine
A hotel reception area with a modern design, featuring a reception desk, seating area, and artwork on the walls.

3. New Englander Inn Bennington

New Englander Inn Bennington
2.5 star property
Bennington
7.6 out of 10, Good, (1,003 reviews)
"Was a nice quiet place. Friendly staff."
United States
Douglas
The price is CA $129
CA $140 total
includes taxes & fees
Oct 29 - Oct 30
New Englander Inn Bennington
A room with wooden paneling, a piano, a chair, and a door leading to another room.

4. South Shire

South Shire
4.0 star property
Bennington
9.0 out of 10, Wonderful, (138 reviews)
"Lovely place. Great room. Nice breakfast. Convenient to nearby restaurants."
United States
Jeffrey
The price is CA $251
CA $289 total
includes taxes & fees
Oct 30 - Oct 31
South Shire
An indoor swimming pool with clear water, metal railings, and lounge chairs.

5. Hampton Inn Bennington

Hampton Inn Bennington
2.5 star property
Bennington
8.6 out of 10, Excellent, (1,003 reviews)
"Nice hotel, very comfortable and convenient- under construction but no noise in rooms"
United States
Josephine
The price is CA $217
CA $237 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn Bennington
A large tree with orange leaves in a grassy field.

6. Starlight Inn

Starlight Inn
2.0 star property
Bennington
6.8 out of 10, (235 reviews)
"Lovely area to be in"
United States
Jeremia
The price is CA $139
CA $152 total
includes taxes & fees
Oct 28 - Oct 29
Starlight Inn
A two-story building with a white exterior, a porch with a white railing, and a staircase leading to the upper floor.

7. Bennington Motor Inn

Bennington Motor Inn
2.0 star property
Bennington
7.6 out of 10, Good, (507 reviews)
"Clean room, liked the stay there."
United States
Murtaza
The price is CA $100
CA $109 total
includes taxes & fees
Nov 25 - Nov 26
Bennington Motor Inn
A bedroom with a large bed, a wooden dresser, a red chair, a small table with a hookah, and a bathroom visible through an open door.

8. Sunshine Inn

Sunshine Inn
2.0 star property
Greenwich
9.4 out of 10, Exceptional, (9 reviews)
"Very cozy stay. Late bathroom, small bedroom. Overall pleasant accommodations"
United States
Laura
The price is CA $219
CA $253 total
includes taxes & fees
Oct 27 - Oct 28
Sunshine Inn
A bedroom with a bed, a window, and a door.

9. Schuyler Yacht Basin

Schuyler Yacht Basin
3.0 star property
Schuylerville
9.0 out of 10, Wonderful, (26 reviews)
"Love this place and the ease of the check in and check out! Quiet and peaceful! Would have like to seen the pub open though! See you all next year!"
United States
Jean Paul
Schuyler Yacht Basin
A row of single-story cabins with individual porches, each featuring a chair and a small table.

10. West Road Motel

West Road Motel
2.0 star property
Bennington
5.0 out of 10, (128 reviews)
"Newly acquired motel is being remodeled. Bathroom was newly done and in great shape. Big fridge in the room for our use. Large TV as well. Motel looked like an old motel that needed some updates."
United States
Wesley G
West Road Motel
A bedroom with a double bed, two chairs, a small table with a hat, and floral curtains.

11. The Four Chimneys Inn

The Four Chimneys Inn
4.0 star property
Bennington
9.4 out of 10, Exceptional, (291 reviews)
"We enjoyed our stay."
United States
Robert
The price is CA $331
CA $361 total
includes taxes & fees
Nov 2 - Nov 3
The Four Chimneys Inn
A snow-covered gazebo with a clear view of the surrounding trees and a bright sun in the background.

12. Harwood Hill Motel

Harwood Hill Motel
2.0 star property
Bennington
9.4 out of 10, Exceptional, (605 reviews)
"The restaurant next door was a big plus. Very quiet location."
United States
William
Harwood Hill Motel
A small cabin with a wooden deck, a front door, and large windows.

13. Runamuk Farm Camp Tiny House near Cambridge, New York

Runamuk Farm Camp Tiny House near Cambridge, New York
Cambridge
10.0 out of 10, Exceptional, (4 reviews)
"Phenomenal site, with stunning views. Highly recommend!"
United States
Jess M.
Runamuk Farm Camp Tiny House near Cambridge, New York
Outdoor dining

14. Romantic New York Getaway near the Adirondacks

Romantic New York Getaway near the Adirondacks
Cambridge
Romantic New York Getaway near the Adirondacks
A large, white, two-story house with a prominent chimney, surrounded by lush trees and a well-maintained lawn.

15. Arlington's West Mountain Inn

Arlington's West Mountain Inn
3.0 star property
Arlington
8.4 out of 10, Very good, (157 reviews)
"A most wonderful place to stay! Breakfasts and dinners are heavenly and the Inn is very friendly and welcoming."
United States
Edward
Arlington's West Mountain Inn
A modern living room with a grey sofa, a black leather couch, and a small round table. A kitchen with stainless steel appliances is visible in the background.

16. The "Roost." A Large 2 Bedroom - Diner Themed Stay

The "Roost." A Large 2 Bedroom - Diner Themed Stay
Mechanicville
8.8 out of 10, Excellent, (42 reviews)
"Provided quick access to Saratoga Race Park and other downtown dining options"
United States
Mark
The price is CA $238
CA $370 total
includes taxes & fees
Nov 1 - Nov 2
The "Roost." A Large 2 Bedroom - Diner Themed Stay
A cabin with a sloped roof, large windows, and a balcony with outdoor seating.

17. Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views

Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views
shushan
9.6 out of 10, Exceptional, (27 reviews)
"Great cabin , so cozy with the wood burning stove "
United States
Susan f.
The price is CA $251
CA $496 total
includes taxes & fees
Oct 27 - Oct 28
Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views
Room

18. Runamuk Farm Camp with a View near the Adirondacks

Runamuk Farm Camp with a View near the Adirondacks
Cambridge
9.4 out of 10, Exceptional, (3 reviews)
"What a delightful little cottage! Windows on all sides let the sun and stars in and the weather out. We were welcomed by grazing cows and saw a spectacular firefly show at dusk. The perfect escape from the modern world."
United States
Colleen D.
Runamuk Farm Camp with a View near the Adirondacks
A wooden pergola with string lights, a hot tub, and a gravel path in a wooded area.

19. FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!

FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!
Pownal
9.2 out of 10, Wonderful, (92 reviews)
"We loved our stay! The hot tub was relaxing, the host was very nice, and the home was very cozy. Very much recommend."
United States
Troy W.
FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!
A pond surrounded by trees and snow patches.

20. Mountains, pond, old barn, hiking trails- quintessential Vermont

Mountains, pond, old barn, hiking trails- quintessential Vermont
Shaftsbury
9.4 out of 10, Exceptional, (119 reviews)
"Absolutely loved the cabin was so quaint and quiet, nice get away from everything. Loved the history of the farm and everything "
United States
Alberto M.
Mountains, pond, old barn, hiking trails- quintessential Vermont
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 Town of Jackson Hotel Reviews

Homewood Suites by Hilton Saratoga Springs

Homewood Suites by Hilton Saratoga Springs

10/10 Excellent
"We stayed here once and loved everything about it. Now it’s the only place we will stay when we come to town. Love the layout, size and all it has to offer. The breakfast is a nice added perk. Highly recommend"
Kelly 1-night trip
Posted 3 hours ago
Homewood Suites by Hilton Saratoga Springs

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