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Find 3 Star Hotels in Chester, VT from $103

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Check availability on Chester 3 Star Hotels

Tonight
Sep 30 - Oct 1
Tomorrow
Oct 1 - Oct 2
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Chester 3-star hotels

A spa named Castle Hill Spa with a well-maintained lawn and a pathway leading to the entrance.
A kitchen with wooden cabinets, a white microwave, a stove, and a refrigerator.
A sign for Castle Hill Spa surrounded by lush greenery and a well-maintained lawn.
An indoor swimming pool with four chairs and a hot tub.

1. Pointe at Castle Hill Resort

Pointe at Castle Hill Resort
Cavendish
United States
Cristian
$154 nightly
$167 total
Oct 25 - Oct 26
Total with taxes and fees
Pointe at Castle Hill Resort
A hotel with multiple buildings, a covered outdoor area, and a snowy landscape.
A hotel with a swimming pool area, including two hot tubs and lounge chairs.
A balcony with a stone wall and wooden railing overlooking a grassy area with a building in the background.
A hot tub with a tiled interior and a window in the background.

2. Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property
Jackson Gore Base Area
United States
Daniel
$199 nightly
$219 total
Oct 25 - Oct 26
Total with taxes and fees
Jackson Gore Village, A Vail Resorts Property
A cozy living room with a fireplace, a coffee station, and a view of the outside.
A hotel room with two beds, a desk, a chair, a television, a dresser, and a door leading to a bathroom.
A hotel room with a sofa, a coffee table, a desk with a telephone, a mirror, and a television.
A dining table with a vase of flowers, a chair, and a window with a view.

3. Colonial Motel

Colonial Motel
Brattleboro
United States
Sondra
$102 nightly
$112 total
Oct 1 - Oct 2
Total with taxes and fees
Colonial Motel
A red building with a stone fire pit and outdoor seating.
A pool area with a clear blue pool, surrounded by snow-covered ground and buildings with red and green facades.
A cozy lobby with a stone fireplace, leather sofas, and a staircase.
A stone fireplace with a fire, flanked by two leather armchairs and a small table with a plate of food and wine glasses.

4. Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property
West Dover
United States
Daniel
$169 nightly
$186 total
Oct 29 - Oct 30
Total with taxes and fees
Grand Summit Resort, A Vail Resorts Property
An aerial view of a residential area with houses, a river, and surrounding hills.
An outdoor setting with a table and chairs, a small pond, and a wooden board game.
A lakeside view of a multi-story building with balconies, surrounded by lush greenery and a calm lake.
A four-poster bed with a fireplace, large windows, and a desk with a lamp.

5. The Shire Woodstock

The Shire Woodstock
Woodstock
United States
Renee
$303 nightly
$333 total
Oct 29 - Oct 30
Total with taxes and fees
The Shire Woodstock
A bar area with a high ceiling and stained glass windows, bar stools, and a checkered floor.
A gazebo with a white fence and a blue roof, surrounded by a well-maintained lawn, with a brick building in the background.
A spacious lobby with a fireplace, comfortable seating, and large windows offering a view of the outdoors.
A covered outdoor area with a wooden deck, white railings, and string lights.

6. Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
Keene
United States
Ruddy
$139 nightly
$151 total
Oct 25 - Oct 26
Total with taxes and fees
Best Western Plus Keene Hotel
A hotel room with two beds, a window with blinds, a desk with a television, and a lamp.
A lobby with a stone fireplace, leather sofas, and a reception desk.
A reception desk with a wooden finish, a small plant, and a seating area with tables and chairs.
A stone wall surrounding a swimming pool with a metal handrail.

7. The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort
Stratton
United States
DENNIS
$148 nightly
$162 total
Oct 6 - Oct 7
Total with taxes and fees
The Black Bear Lodge at Stratton Mountain Resort
A patio with four wooden chairs and a table set on a stone platform, overlooking a natural landscape with trees and distant hills.
A modern kitchen with a curved island, bar stools, wine bottles, and a television.
An indoor swimming pool with clear water, surrounded by chairs and a bench.
A spacious dining area with multiple tables and chairs, large windows, and a view of the outdoors.

8. The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel
Manchester Center
United States
Elena
$125 nightly
$137 total
Oct 21 - Oct 22
Total with taxes and fees
The Palmer House Resort, an Ascend Collection Hotel
A spacious lounge area with multiple seating options, including sofas and chairs, arranged around a central coffee table.
A long dining table with chairs, large windows, and hanging disco balls.
A cozy living room with a stone fireplace, a wooden coffee table, and comfortable seating.
A swimming pool with a gazebo, outdoor seating, and a view of trees.

9. Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
West Dover
United States
Clint
$94 nightly
$103 total
Oct 28 - Oct 29
Total with taxes and fees
Hideaway Inn Mt. Snow
A cozy room with a fireplace, green sofas, a pool table, and a lamp.
A hotel hallway with wooden walls, a reception desk, and a sign indicating 'Employees Only'.
A bedroom with a wooden floor, a bed with a white bedspread, a nightstand with a lamp, a dresser, and a television on the dresser.
A deck with white railings overlooking a forested area and a mountain in the distance.

10. Bromley View Inn

Bromley View Inn
Bondville
Canada
William
$105 nightly
$116 total
Oct 1 - Oct 2
Total with taxes and fees
Bromley View Inn
A multi-story hotel with a central courtyard and a reflective water feature.
A living room with a fireplace, a sofa, a coffee table, and a television.
A bar area with stools, a counter, and a large window offering a view of a snowy landscape.
A group of people gathered around a fire pit in a snowy outdoor setting with a large building in the background.

11. Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Brownsville
United States
Shannon
$157 nightly
$171 total
Oct 27 - Oct 28
Total with taxes and fees
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
A bar area with a dark tiled backsplash, multiple stools, and a variety of bottles and glasses on the counter.
A multi-story brick building with a sign reading "COURTYARD BY MARRIOTT".
A modern hotel lobby with a central bar area, multiple seating arrangements, and a reception desk.
An indoor swimming pool with clear water, a glass railing, and a seating area with tables and chairs.

12. Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown
Keene
United States
Deborah
$189 nightly
$205 total
Oct 25 - Oct 26
Total with taxes and fees
Courtyard by Marriott Keene Downtown
Exterior
A bar area with a fireplace, seating, and a TV.
A hotel room with a brick wall, a large bed with white bedding, a flat-screen TV, and a desk with a lamp.
A bar area with a dark wooden bar, multiple bar stools, and a large screen displaying the hotel name.

13. Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown
Keene
United States
Caroline
$194 nightly
$210 total
Oct 25 - Oct 26
Total with taxes and fees
Fairfield Inn & Suites by Marriott Keene Downtown
A cozy room with a sofa, armchair, and round table, decorated with leaf-patterned artwork and a lamp.
A bar area with wooden ceiling, shelves with bottles, and a bar counter.
A hotel room with a bed, a chair, a table, and a view of mountains through a large window.
A multi-story hotel with balconies, a ski slope in the background, and a clear blue sky.

14. Sun Lodge near Manchester VT, Ascend Collection Hotel

Sun Lodge near Manchester VT, Ascend Collection Hotel
Bromley Mountain
United States
Jessica Louise
$151 nightly
$166 total
Oct 21 - Oct 22
Total with taxes and fees
Sun Lodge near Manchester VT, Ascend Collection Hotel
A cozy living room with a fireplace, leather furniture, and a coffee table with a puzzle.
A banquet hall with multiple round tables set for dining, featuring chandeliers and brick walls.
A cozy room with a large bed, a fireplace, and a brick wall.
A metal bucket with a spoon, two wine glasses, and a checkered cloth on a brick ledge by a pool.

15. The Common Man Inn & Restaurant

The Common Man Inn & Restaurant
Claremont
Canada
Bruce
$194 nightly
$210 total
Oct 29 - Oct 30
Total with taxes and fees
The Common Man Inn & Restaurant
A large red barn and a white house with a porch, surrounded by trees and a well-maintained lawn.
A bar area with wooden flooring, a leather sofa, and a bar counter with a variety of liquor bottles.
A swimming pool with lounge chairs, a red building with a tower, and lush greenery.
A wooden-paneled room with a white sofa, a red pillow, a dark wooden cabinet, and a television mounted on the wall.

16. The Inn at Manchester

The Inn at Manchester
Manchester Village Historic District
United States
Reagan
$247 nightly
$272 total
Oct 31 - Nov 1
Total with taxes and fees
The Inn at Manchester
A two-story house with a front porch, a central entrance, and a garden with various plants and flowers.
A brick oven pizza station with a chef preparing dough.
A two-story brick house with a white porch and a small garden in front.
A bar area with wooden bar stools, hanging light fixtures, and a bartender at the counter.

17. Kedron Valley Inn

Kedron Valley Inn
South Woodstock
United States
Kathryn
$558 nightly
$614 total
Oct 26 - Oct 27
Total with taxes and fees
Kedron Valley Inn
A spacious room with a large bed, a sofa, and a chair, featuring large windows and a view of greenery outside.
A large, white, two-story house with a symmetrical facade, surrounded by a well-maintained lawn and tall trees.
A grassy field with a wooden pergola and trees in the background.
A living room with a green wall, two windows, a beige sofa, a floral rug, and a black armchair.

18. Lincoln Inn & Gallery

Lincoln Inn & Gallery
Woodstock
United States
Ingrid
$730 nightly
$803 total
Oct 1 - Oct 2
Total with taxes and fees
Lincoln Inn & Gallery
A living room with a grey sectional sofa, a potted plant, and a radiator.
A sign for The Vesper Bed and Breakfast with a large 'V' logo, a brick building with blue trim, and a garden with various plants and pumpkins.
A dining area with a white table, two white chairs, a small vase with flowers, and a framed artwork on the wall.
A neatly made bed with a white duvet, two bedside tables with lamps, and a decorative plate on the wall.

19. The Vesper

The Vesper
Woodstock
United States
Keith
$165 nightly
$182 total
Oct 25 - Oct 26
Total with taxes and fees
The Vesper
A room with a large window overlooking a lake and forested hills. There are two wooden chairs on a balcony.
A dining area with a table and chairs, a window with a view of trees, a potted plant, and a door with a view of a mountain.
A neatly made bed with a white comforter and pillows, a wooden nightstand with a lamp, and a wall hanging above the bed.
A two-story white house with a porch, a front yard, and a mailbox.

20. Harvest Barn Inn

Harvest Barn Inn
Bellows Falls
United States
Michael
$180 nightly
$196 total
Oct 28 - Oct 29
Total with taxes and fees
Harvest Barn Inn
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 3-star hotels. See all 4-star hotels in Chester.
Woodstock Inn & Resort

Woodstock Inn & Resort

Fourteen The Green Woodstock VT
$709 nightly
$780 total
Oct 27 - Oct 28
Total with taxes and fees
Woodstock Inn & Resort
The Jackson

The Jackson

43 Senior Lane Woodstock VT
$245 nightly
$269 total
Oct 26 - Oct 27
Total with taxes and fees
9.6/10 Exceptional! (323 reviews)
The Jackson
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

3835 Main St. Manchester VT
$301 nightly
$331 total
Oct 29 - Oct 30
Total with taxes and fees
9.4/10 Exceptional! (874 reviews)
Kimpton Taconic Hotel by IHG
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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.

Learn more about Chester

Nestled in a relaxing small-town setting, Chester invites visitors to explore DaVallia Art & Accents and browse handcrafted treasures at Bonnie's Bundles Dolls. Outdoor enthusiasts can enjoy nearby Stoughton Pond Recreation Area or take a scenic drive to Lowell Lake State Park and the charming Vermont Country Store.

See all hotels in Chester
A nighttime view of a large, illuminated bridge with intricate metalwork and a prominent arch.

Top Chester Hotel Reviews

The Shire Woodstock

The Shire Woodstock

10/10 Excellent
"The location of this hotel is perfect. Lovely surroundings too. Plenty of free parking onsite and a coffee station on every floor. Rooms are spotlessly clean and the bed is just so comfortable."
Jenny 4-night trip
Posted 4 hours ago
The Shire Woodstock
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

10/10 Excellent
"Beautiful location. Helpful staff"
Richard 1-night trip
Posted 15 hours ago
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

8/10 Good
"What I like is the room was well stocked, very clean and the staff is very helpful. What I did not like is the parking is very inconvenient and is quite a walk which is never fun in bad weather. They need more luggage carts. It looked like they have about 5 or 6 for about a 200 room hotel. There was only one place on the property to get breakfast in the morning. There is a stove and refrigerator in the room. I had no idea before hand those would be available!"
Richard 2-night trip
Posted 2 days ago
Grand Summit Resort, A Vail Resorts Property
Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery

8/10 Good
"This location has everything all in one, Bed&Breakfast, restaurant and location. The staff is very engaging and friendly. The food was very good, but the only disappointment was dealing with little flies or gnats in the dining room. Without the pests this would have been a perfect place. The locals appear to love this place for dining and takeout."
Richard 1-night trip
Posted 3 days ago
Stone Hearth Inn and Eatery

Find out more about Chester

Three Star Hotel Guide for Chester

There’s a reason the top 3 star hotels in Chester, Vermont are so incredibly popular: They combine comforting amenities and just-for-you service with some of the best rates and discounts the area has to offer. When you book a stay at a three star hotel in Chester, you’ll get access to perfect little perks like on-site restaurants and cocktail bars, well-appointed fitness centers, and spacious rooms.

Search for a cheap deal on a 3 star upscale hotel in Chester for the most elegant experience, or grab a low rate on one of the cheap 3 star hotels in Chester near the local attractions, if you want something a touch more unassuming. Whatever your traveling style, make sure to use the search tools at Expedia to track down prices, read more about amenities, and score a few local discounts.

From business trips to family getaways, the Chester 3 star hotels offer a fantastic home base for any type of vacation.

Frequently asked questions

What are the best 3-star hotels in Chester?
Grafton Inn, around 10 mi south of downtown Chester, is an Expedia guest favorite. Hypo-allergenic bedding and tennis are among its handy amenities. The Hartness House is another 3-star hotel that ranks highly among travelers. It features self check-in services and free WiFi, and is approximately 10 mi northeast of the center.
How much does it cost to stay in a 3-star hotel in Chester?
Find the perfect trifecta of comfort, quality and affordability at a 3-star hotel in Chester with our filters. Enter your preferred travel dates and then adjust your search based on the rate you want to pay per night.
  • Search for the lowest price per night right now from $269
What is the difference between a 4-star and 3-star hotel in Chester?
The biggest difference between a 3- and 4-star hotel in Chester will be the standard of service and access to creature comforts. Three-star hotels are usually more wallet-friendly and come with the services and amenities required to be comfy, such as breakfast, a gym and WiFi. You can look forward to a little bit more at a 4-star hotel — think upscale décor, luxury bathroom products and extras like on-site spas.

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