Book Cheap Hotels in Chester

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Most frequently booked Chester hotels

Fullerton Inn

40 The Common, Chester, VT

Free cancellation

Reserve now, pay when you stay

0.39 km from city centre

CA $179

CA $195 total

includes taxes & fees

Apr 25 - Apr 26

Stay at this inn in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions DaVallia Art & Accents and Bonnie's Bundles Dolls are located nearby.

Breakfast included

Parking included

Woodstock Inn & Resort

Fourteen The Green, Woodstock, VT

40.53 km from city centre

CA $417

CA $520 total

includes taxes & fees

Apr 20 - Apr 21

Book a stay at this luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Woodstock Town Hall Theatre and Red Wagon Toy Company are located nearby.

Pool

Hot tub

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

485 Hotel Road, Brownsville, VT

Free cancellation

24.72 km from city centre

CA $179

CA $214 total

includes taxes & fees

Apr 27 - Apr 28

Stay at this 3-star resort in Brownsville. Enjoy an outdoor pool, a business center, and a fireplace in the lobby. Our guests praise the helpful staff in our reviews. Popular attractions Mount Ascutney and Mt Ascutney State Park are located nearby.

Pool

Restaurant

The Equinox Golf Resort & Spa

3567 Main Street Route 7A, Manchester, VT

Free cancellation

Reserve now, pay when you stay

40.25 km from city centre

CA $147

CA $236 total

includes taxes & fees

May 12 - May 13

Stay at this 4.5-star luxury hotel in Manchester. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the property condition in our reviews. Popular attractions Golf Club at Equinox and American Museum of Fly Fishing are located nearby.

Pool

Hot tub

Hampton Inn Brattleboro

1378 Putney Road, Brattleboro, VT

Free cancellation

Reserve now, pay when you stay

41.48 km from city centre

CA $142

CA $156 total

includes taxes & fees

Apr 28 - Apr 29

Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions United States Navy Seabee Bridge and Brattleboro Bowl are located nearby.

Pool

Hot tub

Kimpton Taconic Hotel by IHG

3835 Main St., Manchester, VT

Free cancellation

40.02 km from city centre

CA $209

CA $279 total

includes taxes & fees

Apr 27 - Apr 28

Stay at this 4-star golf hotel in Manchester. Enjoy an outdoor pool, breakfast (surcharge), and room service. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Golf Club at Equinox and American Museum of Fly Fishing are located nearby.

Pool

Pet-friendly

Colonial Motel And Spa

889 Putney Rd, Brattleboro, VT

Free cancellation

Reserve now, pay when you stay

42.82 km from city centre

CA $136

CA $150 total

includes taxes & fees

May 18 - May 19

Stay at this 3-star spa motel in Brattleboro. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Brattleboro Bowl and United States Navy Seabee Bridge are located nearby.

Pool

Hot tub

The Putney Inn

57 Putney Landing Rd, Putney, VT

Free cancellation

Reserve now, pay when you stay

33.8 km from city centre

CA $130

CA $141 total

includes taxes & fees

Apr 27 - Apr 28

Book a stay at this business-friendly motel in Putney. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Yellow Barn and Next Stage Arts are located nearby.

Breakfast included

Pet-friendly

The Manchester View

77 High Meadow Way & VT-7A, Manchester Center, VT

Free cancellation

Reserve now, pay when you stay

36.17 km from city centre

CA $152

CA $167 total

includes taxes & fees

Apr 18 - Apr 19

Stay at this hotel in Manchester Center. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Dana L. Thompson Memorial Park and Lye Brook Falls are located nearby.

Pool

Breakfast included

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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.

Top cheap Chester hotel deals

Motel in the Meadow

936 VT Route 11 West, Chester, VT

Get rates

8.4/10 Very Good! (71 reviews)

Top hotels in Chester for Extended Stay

Deluxe one bedroom suite located on first floor with outdoor heated pool 11921

Killington

CA $204

CA $294 total

includes taxes & fees

May 18 - May 19

10/10 Exceptional! (3 reviews)

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.

Chester hotels essential information

Accommodation	2,993 hotels
Lowest Price	CA $130
Highest Price	CA $438
Popular hotels	Fullerton Inn, Woodstock Inn & Resort, Holiday Inn Club Vacations Mount Ascutney Resort by IHG, The Equinox Golf Resort & Spa, Hampton Inn Brattleboro, Kimpton Taconic Hotel by IHG, Colonial Motel And Spa, The Putney Inn, The Manchester View

Frequently asked questions

What are the top kid-friendly hotels in Chester?

Family vacations are where lifelong memories are made, but traveling with children can be tricky. These kid-friendly Chester hotels offer perks designed to keep old and young alike relaxed and happy: You’ll be well taken care of at Charming Farmhouse in Chester. It comes with a fireplace, pet-friendly facilities and a flair for making families feel welcome. Otherwise, spend your nights enjoying the comforts of Rose Arbour Bed & Breakfast. Take advantage of complimentary breakfast, a cafe and more here.

Where can I find cheap hotels in Chester?

At Travelocity you’ll find really nice hotels in Chester at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Chester rather than in Chester. We may find you even better rates, too.

How do I find the best Chester hotel deals?

Simple! On Travelocity, look through the fantastic offers we’ve already found in Chester then use our filters to find a great deal that’s perfect for you. Enter your travel dates, select the number of rooms you need, and we’ll do the rest. You can get great discounts on flights and car hire, too, when you bundle.

How much does it cost to stay in a hotel in Chester?

The cheapest hotel in Chester is CA $130 This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel’s location. Prices and availability are subject to change. Additional terms apply.

How many hotels are in Chester?

There are 2,993 hotels in Chester on Travelocity.

What are the best hotels in Chester?

Chester has so many great hotels to choose from at Travelocity — and it’s so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Chester for you!

When is the best time to visit Chester?

If you want the joy of a fun-filled trip in peak season, visit Chester during December, January and February. If you’d prefer the peace of off-season, book a stay during quieter months, such as March, April and August.

When is the cheapest time to stay in Chester?

Based on historic data is usually the cheapest month to visit Chester. However, we have incredible deals all year round, so we’re confident you’ll find a room in your budget whenever you choose to travel.

Are there any great family-friendly hotels in Chester?

There are multiple hotels in Chester that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We’ve got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Chester. We have plenty of kid-friendly hotels in Chester to choose from on Travelocity!

Why book a hotel in Chester through Travelocity?

Because we have the top hotels in Chester! We want to help you travel more and worry less. That’s why we’ve put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you’re getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!

How do I cancel my hotel booking in Chester on Travelocity?

Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Chester hotel reviews by fellow wanderers

The Putney Inn

5 out of 5

Posted 1 day ago

Travelocity Verified Review

"Basic, affordable motel conveniently located off I-91. It’s dated and nothing fancy, but the service is friendly, rooms are spacious, comfortable, and have a fridge and microwave and coffee maker. A basic continental breakfast is included. Everything we needed for our short stay."

A verified traveller stayed at The Putney Inn