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Top 10 Chester hotels and places to stay

Keene Elm City Hotel, Ascend Hotel Collection

2.5 star property
8.4 out of 10, Very good, (860)
"Good place to stop "
The price is £90
includes taxes & fees
29 Jul - 30 Jul
Keene Elm City Hotel, Ascend Hotel Collection

The Putney Inn

2.5 star property
8.4 out of 10, Very good, (1010)
"Certainly convenient, right off 91."
The Putney Inn

Latchis Hotel

2.5 star property
8.4 out of 10, Very good, (761)
"Great location, amazing history and architecture."
The price is £104
includes taxes & fees
24 Jul - 25 Jul
Latchis Hotel

Stone Hearth Inn and Eatery

3.0 star property
9.2 out of 10, Wonderful, (91)
"A historic establishment ran by a family, this cozy place in the mountains is a nice retreat from the daily hustle and bustle. "
The price is £162
includes taxes & fees
5 Aug - 6 Aug
Stone Hearth Inn and Eatery

Fullerton Inn

2.5 star property
8.2 out of 10, Very good, (368)
"Everything was Awsome friendly staff"
The price is £128
includes taxes & fees
30 Jul - 31 Jul
Fullerton Inn

Lincoln Inn & Gallery

3.0 star property
9.4 out of 10, Exceptional, (27)
"Charming Inn with beautiful gallery and family owned"
The price is £95
includes taxes & fees
28 Jul - 29 Jul
Lincoln Inn & Gallery

Claremont Motor Lodge

2.5 star property
8.6 out of 10, Excellent, (359)
"Would definitely stay here again if I return to the area."
The price is £87
includes taxes & fees
5 Aug - 6 Aug
Claremont Motor Lodge

The Manchester View

2.5 star property
9.4 out of 10, Exceptional, (732)
"We had a wonderful stay. The views are beautiful, the staff is wonderful and the rooms are spacious"
The Manchester View

Hampton Inn & Suites Keene

2.5 star property
9.0 out of 10, Wonderful, (316)
"Keene NH Hampton was probaly the nicest Hampton I ever stayed at. Clean & friendly "
The price is £120
includes taxes & fees
27 Jul - 28 Jul
Hampton Inn & Suites Keene

Sleep Woodstock Motel

2.0 star property
9.6 out of 10, Exceptional, (504)
"Cozy and comfortable stay!"
The price is £88
includes taxes & fees
5 Aug - 6 Aug
Sleep Woodstock Motel

The Upper Pass Lodge at Magic Mountain

2.5 star property
8.4 out of 10, Very good, (652)
"Good place "
The Upper Pass Lodge at Magic Mountain

Brittany Motel

2.0 star property
9.4 out of 10, Exceptional, (310)
"The location was perfect. "
The price is £92
includes taxes & fees
6 Aug - 7 Aug
Brittany Motel

Colonel Williams Inn

3.0 star property
9.8 out of 10, Exceptional, (307)
"The inn keepers are always super friendly and the place is kept well. The breakfast is delicious. Great for families who prefer quiet and quaint."
The price is £105
includes taxes & fees
20 Aug - 21 Aug
Colonel Williams Inn

The Covered Bridge Inn

2.5 star property
7.8 out of 10, Good, (1010)
"Very comfortable and affordable room for late night traveling and just needing a place to rest before hitting the road again. "
The Covered Bridge Inn

Days Inn by Wyndham Keene NH

2.0 star property
7.2 out of 10, Good, (1005)
"Great stay"
Days Inn by Wyndham Keene NH

Best Western Plus Keene Hotel

3.0 star property
8.2 out of 10, Very good, (1004)
"Nice hotel "
The price is £107
includes taxes & fees
27 Jul - 28 Jul
Best Western Plus Keene Hotel

Bromley View Inn

3.5 star property
9.2 out of 10, Wonderful, (362)
"After working an entire weekend with festivities in the area checking into here for some much needed rest was the best decision we made very comfortable very nice and very clean "
Bromley View Inn

The Burrell House

2.5 star property
9.6 out of 10, Exceptional, (131)
"Beautiful Inn!! Very happy customer ! I’ll be back !"
The Burrell House

Harvest Barn Inn

3.0 star property
9.8 out of 10, Exceptional, (221)
"Nice and comfortable great breakfast"
Harvest Barn Inn

Hampton Inn Brattleboro

2.5 star property
8.2 out of 10, Very good, (852)
"Great place for a quick over night stay. "
The price is £103
includes taxes & fees
3 Aug - 4 Aug
Hampton Inn Brattleboro
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Where to stay in Chester

Find the best Chester areas for the activities you enjoy most. Learn more about Chester
Learn more about Chester
Chester Depot map

Chester Depot

2 out of top 10 points of interest in this area

If you're spending some time in Chester Depot, DaVallia Art & Accents and Bonnie's Bundles Dolls are top sights worth seeing.

Learn more about Chester

Relaxing Chester awaits: its hiking, skiing, mountain views and more!

Top Chester Hotel Reviews

Find out more about Chester

Find out more about Chester

Top reasons to visit Chester

  • Outdoor Adventures: Chester offers a plethora of activities, including skiing at local resorts and exploring scenic national parks.
  • Historic Charm: Visitors can immerse themselves in Chester's rich history through its historic sites and quaint architecture.
  • Picturesque Landscapes: Enjoy breathtaking views of picturesque mountains and stunning gardens throughout the town.
  • Diverse Accommodation: Chester provides a variety of lodging options, from cosy bed and breakfasts to unique agritourism properties.
  • Friendly Atmosphere: The town boasts a welcoming environment, making it perfect for both adventure seekers and those in search of relaxation.

Find great hotels near Chester

Discover the charm of Chester, Vermont, with a delightful selection of accommodations that cater to every type of traveller. From cosy bed and breakfasts to unique agritourism properties, Chester offers a range of options for families, adventure seekers, and pet lovers alike. Whether you're searching for the best hotels or a comfortable inn, Chester promises a memorable stay in the picturesque surroundings of New England.

  • Best Western Springfield Hotel: Nestled 5.0km from Chester, the Best Western Springfield Hotel is your go-to destination for a pet-friendly getaway. This hotel caters to travellers wishing to bring their furry friends along, offering a warm welcome for pets. With amenities like designated dog areas and a flexible pet policy, you can enjoy your stay without leaving your pets behind. The hotel also features comfortable rooms and essential facilities, ensuring a pleasant stay for all guests.
  • Pointe at Castle Hill Resort: Located 5.6km from Chester, the Pointe at Castle Hill Resort is a luxurious 3.5-star retreat that blends adventure with relaxation. Ideal for those seeking both business and leisure, the resort boasts a well-equipped business centre and multiple meeting rooms. Outdoor enthusiasts will find plenty of adventure sports nearby, including ziplining, fishing, and skiing. After a day of activities, unwind at the full-service spa, offering treatments like Swedish massages and aromatherapy, alongside a serene pool area for ultimate relaxation.
  • Jackson Gore Village: Situated 8.1km from Chester, Jackson Gore Village is a 3-star haven perfect for golf and ski enthusiasts. The property provides easy access to ski lifts and shuttles, making it a prime choice for winter sports lovers. For those who enjoy golf, the hotel features golf-themed experiences, ensuring a fun-filled stay. Guests can also partake in various adventure activities, including onsite ski lessons and ropes courses, making it an ideal location for thrill-seekers looking to make the most of their vacation.

Where to stay near Chester

Chester, Vermont, offers a delightful blend of relaxation and adventure, making it an ideal destination for tourists. Explore the idyllic charm of this quaint town, characterised by beautiful houses and picturesque mountains. Enjoy leisurely strolls through its stunning gardens, or indulge in the local atmosphere that ranges from friendly and budget-friendly to luxurious. Whether you're seeking outdoor sports or a serene retreat, Chester promises a memorable vacation experience amidst its enchanting surroundings.

  • Ludlow: Nestled 6.8km from Chester, Ludlow offers a vibrant blend of outdoor adventure and seasonal charm. This city is particularly popular during the winter months, attracting visitors keen on skiing and snow sports at its renowned ski resorts and fields. Beyond the slopes, Ludlow's picturesque landscapes featuring lakes and mountains provide a stunning backdrop for year-round exploration. Whether you're carving through fresh powder or enjoying a leisurely hike in the summer months, Ludlow promises an exhilarating experience for all outdoor enthusiasts.
  • Springfield: Located a mere 3.7km from Chester, Springfield is a bustling city that entices travellers with its diverse activities throughout the year. With peaks in visitor numbers from February to July, this city is a hub for skiing and adventure sports. Surrounded by beautiful lakes and mountain views, Springfield is an ideal base for exploring nearby national parks. The vibrant community and array of recreational options ensure a memorable stay, whether you're seeking adrenaline-pumping sports or serene nature walks.
  • Grafton: Just 3.7km from Chester, Grafton is a delightful small town that beckons visitors with its quaint charm and outdoor activities. The peak travel seasons in July and September highlight its appeal as a destination for skiing and outdoor adventures. Surrounded by breathtaking valleys and mountains, Grafton is perfect for those looking to immerse themselves in nature. Whether you're hitting the slopes or enjoying the stunning local scenery, Grafton offers a refreshing escape from the hustle and bustle of everyday life.

Things to do near Chester

Chester is an ideal destination for those seeking skiing and adventure sports. Visitors can enjoy a variety of activities, including skiing at local resorts and exploring the scenic ski fields. With its beautiful landscapes and outdoor offerings, Chester is perfect for an exhilarating holiday filled with winter sports and outdoor fun.

Shopping

In Chester, you can visit the Vermont Country Store for unique gifts. If you're up for a drive, check out the West River Farmers Market, 6.8km away, for local produce and crafts, or the Walpole Farmers Market, 8.7km away, for a delightful family-friendly atmosphere.

Recreation

Enjoy a round of golf at Fox Run Golf Course, set in a scenic landscape just 7.5km from Chester, perfect for sports enthusiasts. Alternatively, unwind at The Ice House Ice Skating, a recreation centre 8.1km away, offering a serene atmosphere for relaxation and wellness activities.

Adventure

At Okemo Mountain Resort, located 6.8km from Chester, experience exhilarating skiing on varied terrains amidst stunning snow-covered landscapes. Morningside Flight Park, 7.5km away, offers breathtaking scenic flights that reveal the picturesque beauty of Vermont. For another thrill, try the Sachem Ski Lift, also 7.5km from Chester, for a thrilling ski adventure.

Nightlife

Experience the charm of Chester's nightlife by visiting the Weston Playhouse, a delightful theatre just 6.2km away, offering culture and romance. For thrills, head 8.1km to the Timber Ripper Mountain Coaster, or enjoy family fun at Maple Lanes, located 8.7km away, featuring arcade adventures.

Booking tips and Expedia advantages for Chester

To save money on your visit to Chester, Vermont, plan your trip between April to May or November, when accommodation prices are lower. Aim for a Tuesday stay, as it's the least expensive day. Use Expedia to refine your search for budget-friendly options, and consider eco-certified hotels for sustainable choices. For the best deals, sort prices from lowest to highest, and look into package deals that combine flights, hotels, and activities. Additionally, explore free local attractions to enhance your experience without breaking the bank.

  • 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: Utilise Expedia’s search tool to refine your preferences, such as your budget, desired location, and the type of accommodation you prefer. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels currently available. To find the best prices and offers, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Chester with your flights and activities through an Expedia package.

Find the best attractions in and around Chester

Chester, Vermont, offers a fantastic variety of outdoor adventures, ideal for ski and sports enthusiasts. Visitors can explore scenic national parks, picturesque mountains, and local parks, perfect for family outings and cultural experiences. Notable attractions include the historic sites of Chester, providing a rich glimpse into the town's past. Whether you're seeking adventure or relaxation, Chester has something for everyone.

  • Plummer's Sugar House: A delightful factory located 5.6km from Chester, Plummer's Sugar House offers a unique insight into the art of maple syrup production. Experience the rich culture and charming atmosphere while enjoying a budget-friendly visit, perfect for those seeking a taste of local heritage.
  • Lowell Lake State Park: Nestled 5.6km from Chester, this national park is an adventurer's paradise. With stunning outdoor scenery, you can hike, fish, or simply relax by the lake, embracing the natural beauty that Vermont has to offer.
  • DaVallia Art & Accents: Located within Chester, this charming gallery showcases local artistry and craftsmanship. Immerse yourself in the cultural vibes while exploring unique pieces that reflect the creativity and spirit of the region.

Best time to go to Chester

The best time to visit Chester can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Chester falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Chester falls in January, visitor numbers are slightly low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January20.7°F (-6.3°C)Light RainMostly CloudySlightly LowSlightly High
February22.6°F (-5.2°C)Light RainMostly CloudySlightly LowSlightly High
March30.7°F (-0.7°C)Light RainMostly CloudySlightly LowAverage
April42.8°F (6.0°C)Light RainMostly CloudyAverageSlightly Low
May55.8°F (13.2°C)Light RainMostly SunnyAverageSlightly Low
June63.1°F (17.3°C)Light RainMostly SunnyAverageAverage
July69.3°F (20.7°C)Light RainMostly SunnySlightly HighAverage
August67.3°F (19.6°C)Light RainMostly SunnySlightly HighAverage
September60.3°F (15.7°C)Light RainMostly SunnySlightly HighAverage
October48.6°F (9.2°C)Light RainMostly SunnyAverageAverage
November36.1°F (2.3°C)Light RainMostly SunnyAverageSlightly Low
December27.3°F (-2.6°C)Light RainMostly CloudyAverageSlightly High

The nearest major airports for your trip to Chester

When visiting Chester, Vermont, there are several major airports to consider. Lebanon Municipal Airport (LEB) is situated 18.0km away, with nearby hotel options like the 4-star Hanover Inn Dartmouth, 3.1km from the airport, and the 3-star Hotel Coolidge, only 1.2km away. Rutland Southern Vermont Regional Airport (RUT) is 23.1km from Chester, offering accommodations such as the 3.5-star Killington Grand Hotel, 6.2km away. The closest option is Hartness State Airport (VSF) in Springfield, just 4.3km away, with excellent lodging like the 4-star Inn at Weathersfield, 621m from the airport. Each location provides convenient transport services for easy access.

Frequently asked questions

What is the best area to stay in Chester?
Chester Depot is the premier area to stay for travellers seeking both adventure and tranquillity in Vermont. This charming village combines picturesque landscapes with a welcoming community feel. Nestled between lush mountains and serene rivers, Chester Depot offers easy access to outdoor activities such as hiking and skiing in the nearby Green Mountains. The quaint downtown area features delightful shops, local eateries, and a rich history that beckons exploration.

For couples planning a romantic escape, Chester Depot provides an idyllic backdrop. Stroll hand-in-hand along the scenic paths or enjoy a cosy meal at one of the charming bistros. The peaceful surroundings and stunning views create the great setting for memorable moments together.

Families will also find Chester Depot appealing, as it offers a wealth of outdoor adventures suitable for all ages. From exploring the nearby state parks to enjoying family-friendly festivals, there's something for everyone. The community's warm hospitality ensures that families feel right at home while making lasting memories.
What are the best hotels in Chester that travellers recommend?
Stone Hearth Inn and Eatery is a highly praised option in Chester, boasting an exceptional score of 9.2. This charming inn offers breathtaking mountain views and air-conditioned comfort, making it a relaxing retreat for couples seeking a romantic getaway or simply a peaceful escape from daily life. Guests rave about the cozy atmosphere and attentive service, ensuring a memorable stay.
What are the best family hotels in Chester?
Stone Hearth Inn and Eatery in Chester, Vermont, is a delightful family-friendly retreat, boasting a traveller review score of 9.2, which reflects its warm hospitality and friendly setting. This charming inn offers a range of amenities designed to cater to families, including complimentary cribs and rollaway beds, ensuring that everyone has a comfortable stay. Find more child-friendly accommodations in Chester.
What hotels in Chester offer free breakfast?
Stone Hearth Inn and Eatery is a charming option in Chester, Vermont, known for its friendly space and excellent service, achieving an excellent review score of 9.2 from guests. This delightful inn offers a complimentary breakfast that features a buffet, allowing guests to start their day on a delicious note while enjoying breathtaking mountain views right from the property. Find more hotels with free breakfast in Chester.
What are the best budget hotels in Chester?
Stone Hearth Inn and Eatery is a charming option for budget-conscious travellers seeking both comfort and convenience. With an impressive review score of 9.2, guests rave about the complimentary buffet breakfast and free in-room WiFi, making it easy to start your day and stay connected. Nestled in a picturesque mountain location, this inn offers easy access to outdoor adventures such as skiing, mountain biking, and cross-country skiing, ensuring that families and adventure-seekers alike will find their thrills nearby.

For families, the Stone Hearth Inn is particularly accommodating, providing free cribs and highchairs, along with an assortment of books and games for children. This thoughtful attention to family needs creates a inviting space for those traveling with kids.

Another budget-friendly property in Chester is the Motel in the Meadow, which has a review score of 8.4. This cozy motel allows pets, making it an excellent choice for families who want to travel with their furry companions. Guests appreciate the included continental breakfast and the convenience of free self-parking. View all budget hotels in Chester.
When is the best time to go to Chester?
The best time to visit Chester is during the late spring and early autumn months, particularly in May and September. In May, temperatures typically range from 10 to 17°C, creating a refreshing atmosphere great for exploring the city's historic sites and beautiful gardens. September, with similar mild conditions, offers the added charm of a vibrant community calendar filled with events and festivals.

The peak tourist season runs from July to August when Chester sees the highest influx of visitors. During these months, you can enjoy a lively atmosphere, with numerous outdoor activities and cultural events taking place. The pleasant weather encourages leisurely strolls along the River Dee or through the picturesque rows of half-timbered buildings in the city centre.

If you're someone who enjoys a good balance between pleasant weather and fewer crowds, May is particularly appealing. The blooming flowers in the city's parks and gardens create an enchanting backdrop for your adventures, while the overall atmosphere remains relaxed and welcoming. Plus, with lower accommodation prices compared to the peak summer months, you'll find excellent value for your stay.

September is another wonderful option, especially for couples or those interested in cultural experiences. The city often hosts events celebrating local heritage, giving you a chance to engage with the community and discover Chester's rich history. Outdoor dining becomes a delightful experience as many restaurants offer al fresco seating, allowing you to enjoy local delicacies while soaking in the charming surroundings.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Chester hotel for you.
How can I save on a Chester hotel booking with Expedia?
Members always get our best prices. Find our best Chester hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
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 £68 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.