Top 10 Hotels in Chester, VT (from $95) 2026 - Competitive Prices

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Our top choices for Chester hotels

A building with a modern design, featuring large windows and a covered outdoor seating area.

1. The Mountain Inn at Killington

Killington

APRIL

$156 nightly

Nov 8 - Nov 9

Total with taxes and fees

A spa named Castle Hill Spa with a well-maintained lawn and a pathway leading to the entrance.

2. Pointe at Castle Hill Resort

Cavendish

Amy

$153 nightly

Nov 15 - Nov 16

Total with taxes and fees

A red barn with a white door and shutters, surrounded by a garden with various plants and flowers.

3. Stone Hearth Inn and Eatery

Chester

Richard

$200 nightly

Nov 16 - Nov 17

Total with taxes and fees

A large estate with a main building surrounded by a well-maintained lawn and a river.

4. On The River Inn

West Woodstock

Rachel

$181 nightly

Nov 29 - Nov 30

Total with taxes and fees

A multi-story building with a central staircase, outdoor seating, and a sunset sky.

5. Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Brownsville

Paul

$144 nightly

Nov 10 - Nov 11

Total with taxes and fees

A spacious living room with a stone fireplace, leather sofas, a coffee table, and large arched windows offering views of the outdoors.

6. Align Inn Vermont

Quechee

Michele

$121 nightly

Nov 9 - Nov 10

Total with taxes and fees

A cozy living room with a stone fireplace, a leather sofa set, a wooden coffee table, and a patterned rug.

7. Fullerton Inn

Chester Depot

Renee

$129 nightly

Nov 10 - Nov 11

Total with taxes and fees

A spacious lobby with a stone fireplace, leather sofas, and a wooden coffee table.

8. Fireside Inn & Suites West Lebanon

West Lebanon

john

$128 nightly

Nov 29 - Nov 30

Total with taxes and fees

A large, multi-story hotel with a prominent entrance and a staircase leading to the upper levels.

9. Killington Mountain Lodge, Tapestry Collection by Hilton

Killington

Kurian

$150 nightly

Nov 9 - Nov 10

Total with taxes and fees

A large, white building with a symmetrical facade, multiple windows, and a central entrance with steps.

10. Woodstock Inn & Resort

Woodstock

Darrah

$369 nightly

Nov 30 - Dec 1

Total with taxes and fees

A red building with a stone fire pit and outdoor seating.

11. Grand Summit Resort, A Vail Resorts Property

West Dover

Kevin

$173 nightly

Nov 9 - Nov 10

Total with taxes and fees

A large stone building with a steep roof, surrounded by dense forest and hills.

12. Castle Hill Resort And Spa

Cavendish

Brandon

$169 nightly

Nov 8 - Nov 9

Total with taxes and fees

A covered outdoor deck with wicker furniture, a table, and a built-in grill.

13. Mountain Meadows Lodge

Killington

Ronald

$165 nightly

Nov 30 - Dec 1

Total with taxes and fees

A large, multi-story building with a symmetrical facade, multiple chimneys, and a well-maintained garden with evergreen trees.

14. The Inn at Weathersfield

Perkinsville

Dorrie

$234 nightly

Nov 29 - Nov 30

Total with taxes and fees

A bay window seating area with a round table, a potted plant, and a garland with pine cones and lights.

15. The Hartness House

Springfield

Zhenchun

$188 nightly

Nov 8 - Nov 9

Total with taxes and fees

A hotel with a covered entrance, stone facade, and a sign indicating it is part of the Best Western chain.

16. Best Western Springfield Hotel

Springfield

James

$152 nightly

Nov 15 - Nov 16

Total with taxes and fees

A two-story house with a snow-covered yard and a well-lit front porch.

17. Golden Stage Inn B&B

Cavendish

Ginerva

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Compare top hotels in Chester

The Mountain Inn at Killington 2.5 star property Killington View	Pointe at Castle Hill Resort 3.5 star property Cavendish View	Stone Hearth Inn and Eatery 3.0 star property Chester View	On The River Inn 4.0 star property West Woodstock View	Holiday Inn Club Vacations Mount Ascutney Resort by IHG 3.0 star property Brownsville View
9.2 Wonderful 1,004 reviews	8.8 Excellent 1,000 reviews	9.2 Wonderful 130 reviews	9.2 Wonderful 1,005 reviews	9.0 Wonderful 898 reviews
$156 nightly The price is $172 Nov 8 - Nov 9 Total with taxes and fees	$153 nightly The price is $166 Nov 15 - Nov 16 Total with taxes and fees	$200 nightly The price is $218 Nov 16 - Nov 17 Total with taxes and fees	$181 nightly The price is $200 Nov 29 - Nov 30 Total with taxes and fees	$144 nightly The price is $157 Nov 10 - Nov 11 Total with taxes and fees
Yes, Breakfast included Yes, Pool No Spa Yes, Pet friendly Yes, WiFi included Yes, Parking	No Breakfast included Yes, Pool Yes, Spa No Pet friendly Yes, WiFi included Yes, Parking	Yes, Breakfast included No Pool No Spa No Pet friendly Yes, WiFi included Yes, Parking	No Breakfast included Yes, Pool No Spa Yes, Pet friendly Yes, WiFi included Yes, Parking	No Breakfast included No Pool No Spa No Pet friendly No WiFi included No Parking

Where to stay in and around Chester

Explore the charming town of Chester, where Vermont charm meets Victorian style. Enjoy outdoor adventures at nearby Okemo Mountain, perfect for skiing and sports. Experience a relaxing atmosphere, and discover the beauty of this picturesque part of Vermont during your unforgettable vacation.

A ski lift with red chairs, snow-covered trees, and a mountain landscape in the background.

Ludlow

Discover Ludlow, a welcoming destination perfectly suited for outdoor enthusiasts and families seeking adventure. This charming city offers a range of activities, from skiing at nearby resorts to exploring the stunning landscapes of Lake Rescue and Buttermilk Falls. With its vibrant arts scene at the Fletcher Farm School for the Arts and Crafts, Ludlow provides enriching experiences year-round. Located about 11 miles by car from Chester, Ludlow is a smart choice for your next vacation, ensuring a memorable stay in Vermont.

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A wooden covered bridge in a lush green landscape.

Springfield

Plan your stay in Springfield, Vermont, a top-rated choice for outdoor enthusiasts and families seeking a weekend getaway filled with adventure. This charming city is a gateway to exciting activities like skiing at nearby resorts, exploring picturesque lakes, and hiking in national parks. Just about 6 miles by car from Chester, Springfield offers easy access to attractions like the historic Baltimore Covered Bridge and the Springfield Art and Historical Society Museum. It's a smart choice for your vacation accommodations!

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Andover

If you are an outdoor enthusiast or a family seeking a weekend getaway, look no further than Andover, Vermont, nestled in Chester. This charming village offers access to Lowell Lake State Park for hiking and picnicking, the tranquil Weston Priory for reflection, and Bonnie's Bundles Dolls for a unique local experience. With year-round appeal, Andover is well-positioned for skiing and adventure sports. Its convenient location makes Andover a smart choice for your vacation stay.

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A covered wooden bridge named McWilliam Bridge with a 'No Vehicles, Foot Path Only' sign.

Grafton

Grafton stands out as a prime spot for outdoor enthusiasts and families seeking a weekend getaway. This charming city offers easy access to stunning natural attractions, including lakes and mountains, as well as the Vermont Museum of Mining and Minerals and the Grafton Historical Society. With its proximity to ski resorts, Grafton invites adventure seekers year-round. Located about 6 miles by car from Chester, Grafton is a smart choice for your vacation stay, blending relaxation with exciting experiences.

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A forest with autumn foliage in various colors.

Chester Depot

Travelers seeking a family-friendly getaway will find Chester Depot to be the ideal base for their vacation, featuring access to stunning lakes and mountains along with a variety of outdoor adventures. This charming neighborhood is close to attractions like Bonnie's Bundles Dolls, the Vermont Museum of Mining and Minerals, and the Grafton Historical Society, providing enriching experiences for all ages. Located around Chester, Chester Depot offers easy transit options, making it a smart choice for your stay in Vermont.

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Stay near popular Chester attractions

Chester, Vermont, is a haven for adventure seekers and culture enthusiasts alike. With its stunning parks and historic charm, you'll find plenty of outdoor activities and family-friendly experiences. Discover the rich heritage of historic Chester while enjoying skiing and sports in this picturesque setting.

Baltimore Covered Bridge

9.4/10 (3 reviews)

An iconic landmark that appeals to history lovers, Baltimore Covered Bridge offers a glimpse into Vermont's rich past with its charming architecture and cultural vibes. Located about 11 miles by car from Chester, this picturesque bridge makes for a delightful stop during your visit to the area. Staying nearby allows easy access to this historic gem.

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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.

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A nighttime view of a large, illuminated bridge with intricate metalwork and a prominent arch.

Top Chester Hotel Reviews

Stone Hearth Inn and Eatery

Chester

10/10 Excellent

William

Fullerton Inn

Chester Depot

10/10 Excellent

Catherine

Best Western Springfield Hotel

Springfield

10/10 Excellent

JULIA

A room with a large window overlooking a lake and forested hills. There are two wooden chairs on a balcony.

Harvest Barn Inn

Bellows Falls

10/10 Excellent

Virginia

A cozy living room with a fireplace, leather furniture, and a coffee table with a puzzle.

The Common Man Inn & Restaurant

Claremont

10/10 Excellent

Robert

A two-story building with a bar and restaurant on the ground floor, a vintage car parked in front, and a sign indicating "Main Mountain".

Main and Mountain Bar & Motel

Ludlow

10/10 Excellent

Anonymous traveler

Pointe at Castle Hill Resort

Cavendish

10/10 Excellent

This is the second time we've stayed in a Suite room. King sized bed in the BR; kitchen with full-sized appliances, LR with pull-out Queen sofa, gas fireplace, bathroom with jetted tub! Very comfortable and fully equipped. Small things were so helpful - like doormats for dirty boots, a bench for putting on boots, a closet for skis, complementary packages of New England coffee, Aveda products in the bathroom, kitchen supplies like dish soap, dishwasher detergent, sponge, towels. Then larger...

Marion

A large, snow-covered house with multiple windows and a well-lit porch.

The Inn at Manchester

Manchester Village Historic District

10/10 Excellent

Mary

A large two-story house with a front porch and a well-maintained lawn.

The Landgrove

Londonderry

10/10 Excellent

The Inn is in a beautiful setting. The staff were very friendly and helpful. My room was spacious and a comfortable arm chair and good lamp provided a cozy place for R&R. The spacious common area & well kept grounds would be a very pleasant place to spend time with family and friends. I was advised in advance that the restaurant was not serving dinner, but the staff provided a list of eateries in the local area. I had a very good meal at the New American Grill. The breakfast menu at the...

Rita

A modern outdoor lounge area with two lounge chairs and a wooden deck.

Otherland Hotel

Newfane

10/10 Excellent

The property is very well maintained and decorated. The room and bathroom are very clean. It has two very nice common area with 2 big windows that made them bright and sunny and cozy. It's also along a major highway so it's easy to find. The owners/operators of this hotel are very kind, thoughtful and accomodating to the needs of their guests. I especially and directly experienced their wonderful hospitality as a disabled person in a wheelchair. When I inquired about the accessibility of...

Rosalie

A white two-story house with a front porch, a covered patio, and a well-maintained garden.

The Weston

Weston

10/10 Excellent

astrid

A two-story building with a porch, American flag, and two white rocking chairs.

The Reluctant Panther Inn and Restaurant

Manchester Village Historic District

10/10 Excellent

Anonymous traveler

A white colonial-style building with a symmetrical facade, central entrance, and a small porch with chairs.

Four Columns Inn

Newfane

10/10 Excellent

Nettie

A snow-covered cabin with a large window, surrounded by trees and a mountain in the background.

Blue Gentian Lodge at Magic Mountain

Londonderry

10/10 Excellent

Anonymous traveler

Castle Hill Resort And Spa

Cavendish

10/10 Excellent

STAFF I want to start by pointing out that the staff at the hotel were above and beyond PHENOMENAL, and I mean ALL THE STAFF. I spent the weekend up there and got stuck with some car problems in a blizzard and dealt with everybody on the staff there. They were some of the nicest people I have ever dealt with in the hospitality industry. When I say all the staff, I mean all the staff! DAY 1. The plow guy helped me get my car out of a spot when my snow chain broke and I couldn’t move. DAY 2...

Steven

Find out more about Chester

Top reasons to visit Chester

Outdoor Adventure: Chester is perfect for skiing and outdoor sports, offering excellent local resorts and fields for adventure enthusiasts.
Charming Accommodations: Enjoy a variety of cozy stays, from agritourism properties to welcoming bed & breakfasts, catering to all types of travelers.
Scenic Parks: Explore beautiful parks and landmarks ideal for family outings and peaceful nature walks.
Rich Local Culture: Experience the friendly atmosphere and rich history that make Chester a memorable destination.
Golf Opportunities: Golf lovers will find numerous activities to enjoy in the picturesque surroundings of Chester.

Find great hotels near Chester

Discover charming accommodations in Chester, Vermont, where you'll find a variety of options including agritourism properties and cozy bed & breakfasts. Perfect for families, adventure seekers, and pet lovers alike, Chester's hotels offer a welcoming atmosphere and essential amenities to ensure a memorable stay. Whether you're searching for the best hotels or a quaint inn, Chester has something for every traveler.

Pointe at Castle Hill Resort: Nestled 9 miles from Chester, this 3.5-star resort, rated 8.8, offers a vibrant adventure-themed experience perfect for thrill-seekers and business travelers alike. Guests can indulge in a variety of onsite activities, including skiing, mountain biking, and ziplining. The resort also features a luxurious full spa and pool service, providing options such as deep tissue massages and hot stone treatments, ensuring you unwind after a day of adventure.
Best Western Springfield Hotel: Located 8 miles from Chester, this budget-friendly hotel boasts a guest rating of 8.8 and is ideal for pet owners looking for a comfortable stay. The hotel welcomes pets with specific amenities, making it a convenient choice for travelers who wish to bring their furry friends along. Its friendly atmosphere, combined with essential services, ensures a pleasant experience for all guests.
Jackson Gore Village, A Vail Resorts Property: Situated 13 miles from Chester, this 3-star property, rated 8.6, is perfect for families and ski enthusiasts. With easy access to ski lifts and shuttles, guests can enjoy winter sports such as snowshoeing and snowboarding right at their doorstep. Families will appreciate the child-friendly amenities, including a playground and arcade game room, making it a fantastic choice for a fun-filled family getaway.

Where to stay in and around Chester

Chester, Vermont, offers a delightful blend of adventure and relaxation for every traveler. This charming town is perfect for skiing and outdoor sports, while nearby resorts provide a touch of luxury. Experience the welcoming atmosphere of friendly locals and explore the rich history of the region. Whether you're seeking budget-friendly options or a serene getaway, Chester and its surrounding areas promise unforgettable memories for your vacation.

Ludlow: Nestled 11 miles from Chester, Ludlow is a charming city that draws visitors year-round, especially from December to February when winter sports enthusiasts flock to its renowned ski resorts. This destination offers thrilling ski adventures along with picturesque views of nearby lakes and mountains. Outdoor lovers can also explore the stunning landscapes of national and state parks. Whether you're hitting the slopes or enjoying a cozy lodge, Ludlow provides an exhilarating getaway for adventure seekers.
Springfield: Just 6 miles from Chester, Springfield is a vibrant city that attracts travelers throughout the year, peaking in February, July, and September. With a similar appeal to Ludlow, Springfield offers excellent skiing opportunities and access to beautiful lakes and mountains. The city boasts an array of outdoor activities, making it a fantastic spot for sports enthusiasts and adventurous spirits. Enjoy the local charm while indulging in the thrill of winter sports or summer hiking in its breathtaking natural surroundings.
Andover: Located within the Chester area, Andover is a quaint village that welcomes visitors year-round, with peak arrivals from July to September. This serene destination is perfect for those seeking a more laid-back experience while still enjoying exciting recreational activities like skiing and exploring the surrounding lakes and mountains. Andover offers a unique charm with its natural beauty, including stunning archipelagos, making it an ideal stop for anyone looking to unwind while still embracing the spirit of adventure.

Things to do near Chester

Chester, Vermont, is an ideal destination for ski enthusiasts and adventure seekers, offering excellent skiing opportunities at local resorts and fields. The area is perfect for a weekend getaway, with various sightseeing experiences available for visitors. Golf lovers will also find activities to enjoy. Whether you're looking for interactive adventures or relaxing sightseeing journeys, Chester promises a memorable vacation filled with outdoor fun.

Shopping

In Chester, visit local shops like The Vermont Country Store for unique gifts and souvenirs. If you're up for a drive, check out the Green Mountain Shopping Plaza, located 12 miles away, which offers a mix of retail stores and dining options for a pleasant shopping experience.

Recreation

At Brattleboro Country Club, located 27 miles from Chester, you can indulge in luxury wellness activities amid picturesque landscapes. Enjoy serene golf courses, unwind with spa treatments, and savor gourmet dining options, all designed to rejuvenate your mind and body in a tranquil setting.

Adventure

Explore the scenic trails at the Green Mountain National Forest for hiking and breathtaking vistas. For a thrilling experience, try zip-lining at Okemo Mountain Resort, where you can soar through the treetops and enjoy panoramic views of the beautiful Vermont landscape.

Nightlife

Explore the cozy atmosphere at The Fullerton Inn, where you can enjoy local brews and live music. For a laid-back vibe, visit the Chester Depot for trivia nights and friendly gatherings. Don't miss the charming local pubs for a taste of Vermont's craft beers and warm hospitality.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Chester

The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Chester are April to May and November, where the prices are slightly lower. This is in comparison to January to February and October, where prices are slightly higher.
The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Chester is Tuesday. The most expensive day to stay in Chester is Friday.
Find cheap hotels on Expedia: Utilize Expedia's search tool to tailor your options based on your budget, desired location, and preferred hotel type. To find the best prices and offers, simply arrange the price filter from lowest to highest.
Consider bundling your trip: You can save money by combining your hotel reservations in Chester with your flights and activities through an Expedia package deal.

Find the best attractions in and around Chester

Chester, Vermont, is a fantastic destination for ski and adventure enthusiasts, offering a blend of outdoor activities and cultural experiences. Visitors can explore beautiful parks and landmarks, ideal for family outings and outdoor adventures. Whether you're hitting the slopes or enjoying the scenic beauty, Chester has something for everyone looking to create lasting memories in this charming locale.

Bonnie's Bundles Dolls: Step into a charming world at Bonnie's Bundles Dolls, where romantic vibes intertwine with handcrafted artistry. This unique attraction in Chester showcases an array of beautifully crafted dolls, perfect for collectors and those seeking a sentimental gift.
Lake Rescue: Experience the serene beauty of Lake Rescue, located 14 miles from Chester. This picturesque lake offers outdoor adventures, a lovely beach, and breathtaking scenery, making it an ideal spot for a romantic getaway or a family picnic.
Lowell Lake State Park: Just 9 miles away, Lowell Lake State Park is a nature lover's paradise. With stunning scenery and plenty of outdoor activities, this state park invites you to embrace adventure while exploring its pristine landscapes.

Best time to go to Chester

The best time to visit Chester is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	20.7°F (-6.3°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly High
February	22.6°F (-5.2°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly High
March	30.7°F (-0.7°C)	Light Rain	Mostly Cloudy	Slightly Low	Average
April	42.8°F (6.0°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
May	55.8°F (13.2°C)	Light Rain	Mostly Sunny	Average	Slightly Low
June	63.1°F (17.3°C)	Light Rain	Mostly Sunny	Average	Average
July	69.3°F (20.7°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	67.3°F (19.6°C)	Light Rain	Mostly Sunny	Slightly High	Average
September	60.3°F (15.7°C)	Light Rain	Mostly Sunny	Slightly High	Average
October	48.6°F (9.2°C)	Light Rain	Mostly Sunny	Average	Slightly High
November	36.1°F (2.3°C)	Light Rain	Mostly Sunny	Average	Slightly Low
December	27.3°F (-2.6°C)	Light Rain	Mostly Cloudy	Average	Average

The nearest major airports for your trip to Chester

When visiting Chester, Vermont, you can consider flying into several major airports. Hartford, CT (BDL-Bradley Intl.) is 92 miles away, with nearby hotels like the 4-star DoubleTree by Hilton Hartford - Bradley Airport, just 1 mile from the airport. ALBany, NY (ALB-Albany Intl.) is 71 miles away, offering options such as The Landing Hotel at Rivers Casino & Resort, located 8 miles from the airport. Burlington, VT (BTV-Burlington Intl.) is 88 miles away, featuring the 4-star DoubleTree by Hilton Burlington Vermont, only 2 miles from the airport. Each airport provides accessible transportation options to nearby hotels for a convenient travel experience.

Frequently Asked Questions

What is the best area to stay in Chester?

The best area to stay in Chester is the historic Village Green district, which is the heart of the town.

This central area is characterized by its well-preserved 19th-century architecture, including the iconic stone village library and several historic inns. Main Street and North Street intersect here, forming the core of the town with local shops and eateries. It's a very walkable area, allowing easy access to everything Chester has to offer. Couples looking for a quiet, picturesque New England getaway will appreciate the tranquil setting and the convenience of having dining and shopping within a short stroll.

For travelers seeking a more secluded and expansive experience, particularly families, the areas just outside the Village Green, offering larger accommodations like vacation rentals or inns with more acreage, are ideal. These properties often provide more space for children to play and are still just a short drive from the village center.

What are the best hotels in Chester that travelers recommend?

For highly recommended hotels in Chester, consider the Stone Hearth Inn and Eatery, the King & Queen Suite in Historic Inn Circa 1780, and Room in Historic Inn. 20 Minutes to Okemo..

The 3-star Stone Hearth Inn and Eatery, with an impressive 9.2 rating, is praised for its excellent and delicious breakfast, which is provided free of charge. Guests frequently mention the comfortable and clean rooms, as well as the excellent hospitality. The hotel also boasts a beautiful location with mountain views and is convenient for mountain climbing and mountain biking activities.

The King & Queen Suite in Historic Inn Circa 1780, rated 9.8, offers air conditioning and a kitchen, along with a porch or patio for relaxation. This historic inn is located in a mountainous area and is close to Bonnie's Bundles Dolls.

Another excellent option is Room in Historic Inn. 20 Minutes to Okemo., which has a 9.2 rating. This accommodation also features air conditioning, a kitchen, and a balcony or patio. It is situated in a mountainous area and is very close to Bonnie's Bundles Dolls. Guests particularly highlight the super comfortable pillows.

What are the best family hotels in Chester?

For family-friendly hotels in Chester, consider the Stone Hearth Inn and Eatery, the King & Queen Suite in Historic Inn Circa 1780, or the Room in Historic Inn. 20 Minutes to Okemo.

The 3-star Stone Hearth Inn and Eatery, with an impressive 9.2 rating, is an excellent choice for families. Guests consistently praise its delicious breakfast, comfortable and clean rooms, and excellent food and hospitality. The inn provides amenities such as free cribs and rollaway beds, highchairs for children, and games and books for younger guests. Its beautiful location offers mountain views, and activities like mountain climbing and biking are available nearby.

Another highly-rated option is the King & Queen Suite in Historic Inn Circa 1780, boasting a remarkable 9.8 rating. This accommodation offers a kitchen, games for children, and is situated in a mountainous area. It is conveniently located just half a mile from Bonnie's Bundles Dolls.

The Room in Historic Inn. 20 Minutes to Okemo., with a 9.2 rating, also caters to families. This option includes a kitchen, a sofa bed, and features a porch, balcony, or patio for relaxation. Like the King & Queen Suite, it is also in a mountainous setting and is half a mile from Bonnie's Bundles Dolls. Find more child-friendly accommodations in Chester

What hotels in Chester offer free breakfast?

For hotels in Chester that offer complimentary breakfast, consider the Stone Hearth Inn and Eatery, the Fullerton Inn, or the Motel in the Meadow.

The 3-star Stone Hearth Inn and Eatery, with an impressive 9.2 rating, provides free buffet breakfast daily. Guests frequently praise its great food and comfortable rooms, and the location is described as beautiful, offering mountain views and nearby opportunities for mountain climbing and biking. Free self-parking and WiFi are also available.

Another excellent option is the Fullerton Inn, which has an 8.2 rating and offers free continental breakfast. Guests consistently highlight the great food and cozy, clean rooms, as well as the friendly and helpful staff. Free self-parking and WiFi are included.

The Motel in the Meadow, with an 8.4 rating, also provides free continental breakfast daily. This hotel offers the added convenience of allowing pets to stay for free, along with free self-parking and WiFi. Find more hotels with free breakfast in Chester

What are the top pet-friendly hotels in Chester?

For a top pet-friendly hotel in Chester, consider the Motel in the Meadow.

The Motel in the Meadow, with an 8.4 rating, warmly welcomes pets, and they stay free of charge. Guests can also enjoy a complimentary continental breakfast, adding to the convenience of their stay. See more pet-friendly hotels in Chester

What are the best budget hotels in Chester?

For travelers seeking highly-rated budget hotels in Chester, the Stone Hearth Inn and Eatery, Motel in the Meadow, and Fullerton Inn are excellent choices.

The 3-star Stone Hearth Inn and Eatery, with an impressive 9.2 rating, offers comfortable and clean rooms. Guests consistently praise the delicious and free breakfast, excellent food, and the beautiful location. Complimentary self-parking and free WiFi are also provided.

Another great option is the Motel in the Meadow, which holds an 8.4 rating. This motel is convenient for pet owners as pets stay free. It also offers complimentary self-parking, free continental breakfast, and free WiFi.

The Fullerton Inn, rated 8.2, is also a good choice. Guests often praise the great and delicious food, cozy and clean rooms, and the friendly and helpful staff. The inn provides free self-parking, free continental breakfast, and free WiFi. View all budget hotels in Chester

What are the most romantic hotels in Chester for couples?

For a romantic stay in Chester, the Stone Hearth Inn and Eatery is an excellent choice for couples.

This 3-star inn, with an impressive 9.2 rating, is praised by guests for its comfortable and clean rooms, excellent hospitality, and delicious, complimentary buffet breakfast. The beautiful location offers splendid mountain views, and the inn provides free WiFi and free self-parking. It is also conveniently located near opportunities for mountain climbing and mountain biking, making it ideal for active couples.

What are the best hotels in Chester near Bonnie's Bundles Dolls?

For hotels in Chester near Bonnie's Bundles Dolls, consider the Stone Hearth Inn and Eatery, the Fullerton Inn, or the King & Queen Suite in Historic Inn Circa 1780.

The 3-star Stone Hearth Inn and Eatery, with a 9.2 rating, is located 1.2 miles from Bonnie's Bundles Dolls. This inn is much-loved for its comfortable and clean rooms, delicious breakfast, and excellent hospitality. It also provides family-friendly amenities such as cribs, highchairs, games, and books for children, and offers views of the mountains.

The Fullerton Inn, rated 8.2, is conveniently situated just 0.5 miles from Bonnie's Bundles Dolls. Guests frequently praise its cozy and clean rooms, friendly staff, and the great food served at its on-site restaurant. This inn provides free breakfast, free continental breakfast, and free self-parking, along with free WiFi and complimentary toiletries.

The King & Queen Suite in Historic Inn Circa 1780, with an impressive 9.8 rating, is also only 0.5 miles from Bonnie's Bundles Dolls. This historic inn offers a kitchen and games for children, and guests have noted the good coffee available. Its location also provides mountain views.

When is the best time to go to Chester?

The best time to visit Chester, Vermont, is during the fall foliage season, typically from late September to mid-October, for stunning natural beauty, or in the summer months, from June to August, for warm weather and outdoor activities.

For those seeking picturesque landscapes, the fall offers a spectacular display of vibrant reds, oranges, and yellows across the Green Mountains. This period is ideal for scenic drives along Route 103 or hiking trails, where the crisp air and colorful surroundings create a memorable experience. Couples often find this time particularly romantic for a getaway.

Summer is great for travelers who enjoy outdoor adventures. The weather is generally warm and pleasant, making it suitable for exploring the numerous hiking and biking trails, visiting local farms, or enjoying a picnic by the Williams River.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Chester.

How much is the nightly rate at a Chester hotel?

Prices for hotels in Chester often vary, but you can find a great deal from $95 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

Find hotels in Chester, VT from $95

Go beyond your typical stay in Chester

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Our top choices for Chester hotels

1. The Mountain Inn at Killington

2. Pointe at Castle Hill Resort

3. Stone Hearth Inn and Eatery

4. On The River Inn

5. Holiday Inn Club Vacations Mount Ascutney Resort by IHG

6. Align Inn Vermont

7. Fullerton Inn

8. Fireside Inn & Suites West Lebanon

9. Killington Mountain Lodge, Tapestry Collection by Hilton

10. Woodstock Inn & Resort

11. Grand Summit Resort, A Vail Resorts Property

12. Castle Hill Resort And Spa

13. Mountain Meadows Lodge

14. The Inn at Weathersfield

15. The Hartness House

16. Best Western Springfield Hotel

17. Golden Stage Inn B&B

Compare top hotels in Chester

The Mountain Inn at Killington

Pointe at Castle Hill Resort

Stone Hearth Inn and Eatery

On The River Inn

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Where to stay in and around Chester

Ludlow

Springfield

Andover

Grafton

Chester Depot

Stay near popular Chester attractions

Baltimore Covered Bridge

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Stone Hearth Inn and Eatery

10/10 Excellent

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