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.
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 Depot is home to DaVallia Art & Accents, so why not stop by during your stay in Chester. If you have fun at DaVallia Art & Accents, you'll love Bonnie's Bundles Dolls, located nearby.
Chester Depot is home to Bonnie's Bundles Dolls, so why not stop by during your stay in Chester. If you have fun at Bonnie's Bundles Dolls, you'll love DaVallia Art & Accents, located nearby.
Notable for its skiing, Chester features attractions such as DaVallia Art & Accents and Bonnie's Bundles Dolls. Visitors speak highly of this relaxing city's coffeehouses and small-town setting.
"A wonderful little Inn with such a pleasant owner and just a great vibe there. Would absolutely recommend for a summer or winter stay. Can imagine it is beautiful in the winter. "
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
10/10 Excellent
"Everything was very well taken care of except the pool building which was an awful first impression of the property since it is the first thing you see upon arrival. Rotten and decaying siding and what isn’t is In need of repainting. A sharp contrast to the rest of the buildings and grounds which were beautiful."
"An older property that is well maintained and has been upgraded. The owner and her adult grandson were knowledgeable of the area and were helpful in what to do and where to eat. "
"Bed was more comfortable than home. Dinner at Richardson’s Grill was fantastic.
Breakfast buffet was mediocre.
Room was very nice but bathroom needed updating."
"Staff were friendly and efficient and went out of their way to help me in a difficult situation at a local restaurant!!
Very compassionate and supportive through my ordeal!!
I will definitely stay again when in Brattleboro!"
"The inn was marvelous. The inn keeper and her husband the maintenance man were charming and responsive to our needs and kept the place immaculate. The restaurant was dissapointing. Service was terrible, eggs were over cooked. Toast was slathered in butter (I think it was butter). No salt, pepper or any other condiments were on the table and the waitress was no where to be found so we ate the meal as it was getting cold. We did not go back the next day"
"People at the front desk were very nice; hotel was very clean. Ended up being further away than we thought, but well worth the extra time/drive. Would definitely stay here again. AC was cold as well- all around fantastic stay!! "
"We had a lovely weekend at The Relucatant Panther. The room was perfect. The area was quiet. It was convenient to everywhere we wanted to go. The dinner was scrumptious, and we loved the little basket with breakfast - just enough! The staff at both the desk and the dining room was amazing! We can't wait to come back. "
You can find top hotels in Chester from $74 with options to suit your budget and needs. To find an affordable hotel in Chester that meets all of your requirements, just apply filters on Hotels.com, and sort hotels by "Price: low to high". If you're a member, don't forget to sign in to your account to unlock more savings.
How can I find deals and earn rewards at Chester hotels?
Members can save up to 20% on select hotels in Chester. Plus, Silver, Gold and Platinum members earn extra rewards on VIP Access bookings, making each stay even more rewarding.
Can I book Chester hotels with free cancellation?
It's easy to book a refundable Chester hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". Many hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are the top Chester hotels with a pool?
Discover some of the best Chester hotels with a pool for a little extra luxury on your trip. To find more stays in Chester with a pool, use the "Amenities" filter on Hotels.com in your search and select "Pool".
What are some of the best Chester hotels with free parking?
If you're arriving by car, choosing a great Chester hotel with free parking is a plus. Our travelers' favorites include:
Fullerton Inn: An inn with an average guest rating of 8.2
Are all taxes and fees included in the Chester hotel prices shown on Hotels.com?
Hotels.com provides upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.
What accommodations do travelers recommend in Chester?
Where can I find free parking with my stay in Chester?
These hotels offer the perk of free parking: Fullerton Inn, The Karass Inn and Motel in the Meadow. There are 5 choices you may want to check out on our site.
Can I book a refundable hotel in Chester?
If you want the flexibility to change your plans to Chester, most properties provide refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay with my pet in Chester?
Your furry friend can stay with you at these pet-friendly hotels: Stunning farmhouse-Historic village-Mins to Skiing, Farmhouse w/ mountain views close to skiing. Includes outdoor sauna EV CHRGR and Motel in the Meadow. There are 5 alternatives to choose from on our site.
Where can I stay in Chester if I want a vacation home instead of a hotel?
If you want a good alternative to a hotel, browse our selection of 31 vacation homes. You also might want to book one of 7 cottages or 10 cabins.
Where can I stay if I'm traveling to Chester with my children?
Parents traveling with children may want to consider 1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO!.
Find out more about Chester
Find out more about Chester
Chester is a relaxing city where you can spend time checking out its coffee shops and the local cuisine. If you're visiting during colder months, enjoy activities such as skiing during your stay. Why not take time to see places like DaVallia Art & Accents and Bonnie's Bundles Dolls? In the surrounding area, you won't want to miss out on seeing Springfield Art and Historical Society Museum and Jud Hartmann Gallery.
