Find Hotels with Air Conditioning in Chester, VT

Start date: Check-in selected.
To Date
End date: Check-out

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Chester Hotels with Air Conditioning

Tonight
Nov 24 - Nov 25
Tomorrow
Nov 25 - Nov 26
This weekend
Nov 28 - Nov 30
Next weekend
Dec 5 - Dec 7

Top Chester Hotels with Air Conditioning

Garden
Fullerton Inn

Fullerton Inn

2.5 star property
Chester Depot
8.2 out of 10, Very Good, (402)
"Lovely stay"
United States
Christine
$129 nightly
The price is $141
Nov 26 - Nov 27
Total with taxes and fees
Fullerton Inn
Front of property
Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery

3.0 star property
Chester
9.2 out of 10, Wonderful, (106)
"Good breakfast and dinner options. Great location for hiking."
United States
Paul
$202 nightly
The price is $221
Dec 22 - Dec 23
Total with taxes and fees
Stone Hearth Inn and Eatery
Dining
Quaint Queen room at the Chester Inn

Quaint Queen room at the Chester Inn

2.0 star property
Chester Depot
10.0 out of 10, Exceptional, (1)
"This was a wonderful experience for us. The Inn and room were spotless. Very comfortable bed. We will return. The only issue was the tub/shore. Too much of a challenge for older folks. "
United States
Thomas
$179 nightly
The price is $200
Dec 1 - Dec 2
Total with taxes and fees
Quaint Queen room at the Chester Inn
Interior
Whimsical Room & Private Bathroom in Historic Inn

Whimsical Room & Private Bathroom in Historic Inn

Chester Depot
8.8 out of 10, Excellent, (9)
"After a long month of work I needed a weekend in VT to calm the nerves. This was a beautiful spot to be in, glad I was here!"
United States
Paul S.
$149 nightly
The price is $167
Nov 30 - Dec 1
Total with taxes and fees
Whimsical Room & Private Bathroom in Historic Inn
Terrace/patio
Room in Historic Inn! 20 Minutes to Okemo!

Room in Historic Inn! 20 Minutes to Okemo!

Chester Depot
9.2 out of 10, Wonderful, (17)
"The Chester Inn was beautiful and located in downtown Chester. "
United States
Peter C.
$149 nightly
The price is $167
Nov 30 - Dec 1
Total with taxes and fees
Room in Historic Inn! 20 Minutes to Okemo!
Dining
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!

Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!

Chester Depot
9.0 out of 10, Wonderful, (2)
"Property seemed well-maintained and cared for. We were only there a short time, but it was well put together. The check-in process was a little hectic, check in time was 3pm, but our room wasn't ready. The caretaker was very friendly. We only had to wait about 20 minutes. We weren't aware this property was a VRBO, and not a regular Inn. "
United States
Jacque
$144 nightly
The price is $161
Nov 30 - Dec 1
Total with taxes and fees
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!
Exterior
Historic 150-year-old farmhouse, Jacuzzi included

Historic 150-year-old farmhouse, Jacuzzi included

Chester Depot
9.8 out of 10, Exceptional, (10)
"This was a lovely inviting piece of history to stay in! The amenities were wonderful, the host very engaged with being sure we had what we needed. It is (for those who may not know Vermont) SUPER close to all sorts of hiking, tours, cute stores and great food! Our family will absolutely stay here again!"
United States
Amy S.
$441 nightly
The price is $494
Dec 1 - Dec 2
Total with taxes and fees
Historic 150-year-old farmhouse, Jacuzzi included
Terrace/patio
Chester Farmhouse Ski Retreat near Slopes

Chester Farmhouse Ski Retreat near Slopes

Chester Depot
9.6 out of 10, Exceptional, (16)
"This was my second time staying at this property. Everything was great just like last year. I highly recommend it if you are staying in Chester, VT. "
United States
Lori N.
$311 nightly
The price is $348
Nov 30 - Dec 1
Total with taxes and fees
Chester Farmhouse Ski Retreat near Slopes
Fridge, microwave, oven, stovetop
Cozy Vermont Cabin · Mountain Views · Near Okemo

Cozy Vermont Cabin · Mountain Views · Near Okemo

Chester
10.0 out of 10, Exceptional, (3)
"We really enjoyed our stay at this home. It had everything we needed and was very comfortable. The countryside around this part of Vermont is beautiful. We found lots of great museums and restaurants. "
United States
Donald M.
$890 nightly
The price is $997
Nov 30 - Dec 1
Total with taxes and fees
Cozy Vermont Cabin · Mountain Views · Near Okemo
Interior
King & Queen Suite in Historic Inn Circa 1780

King & Queen Suite in Historic Inn Circa 1780

Chester Depot
9.8 out of 10, Exceptional, (16)
"Central for our needs. easy check in process. Lovely large room with comfy beds. "
United States
HIlary H.
$363 nightly
The price is $407
Nov 26 - Nov 27
Total with taxes and fees
King & Queen Suite in Historic Inn Circa 1780
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.
View all properties

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.
Book now

Top Chester Hotel Reviews

Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

10/10 Excellent
"It was great. The room was wonderful and the staff great."
Constance 2-night trip
Posted 2 days ago
Hampton Inn and Suites Manchester

Frequently asked questions

How much do hotels with air conditioning in Chester cost?
Rates for hotels with air conditioning in Chester range between $83 and $221 per night. Whatever your budget, you're sure to find the perfect space to enjoy a trip in air-conditioned comfort. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best hotels with air conditioning in Chester?
You can choose from multiple hotels with air conditioning in Chester that have a total average guest review rating of 8.7. Best Western Springfield Hotel is a traveler favorite. This 2.5-stars escape also offers a swimming pool and a games room. Pointe at Castle Hill Resort is another top-rated option with air-conditioned rooms. It has a 3.5-stars rating and amenities such as a sauna and a terrace.
How many hotels with air conditioning are there in Chester?
Pack your bags and pick from 4 hotels with air conditioning in Chester. For work-related travel, a solo adventure and everything in between, Expedia can help you find an ideal stay in a few simple clicks.
Are there any family-friendly hotels with air conditioning in Chester?
Check in to Best Western Springfield Hotel and make your family stay in Chester easy and comfortable. This family-friendly hotel with air conditioning has a 2.5-stars rating and amenities such as complimentary breakfast and housekeeping services. Picked up the keys to your room and claimed the coziest bed? It's time for your Chester adventures to begin! Attractions like DaVallia Art & Accents are visited by many families.
Why book your hotel with air conditioning in Chester with Expedia?
Expedia has epic deals on hotels with air conditioning in Chester. If you have a certain budget, click on how much you're willing to spend and your preferred hotel star rating. Then take advantage of our filters to search for air-conditioned digs with amenities like free WiFi or a pool. We'll help you find a suitable stay whatever your plans or bank balance.
How can I find cheap hotels with air conditioning in Chester?
Expedia can help you narrow down your search for cheap hotels with air conditioning in Chester. Simply select the "air conditioned" box under the amenities filter heading to view places that offer this feature. Next, pick your hotel star rating (lower-rated stays are easier on the wallet!) and your budget per night to find the best places with air conditioning at the lowest price.
What is there to do in Chester near my hotel with air conditioning?
After you've settled into your hotel, head out and explore the fantastic things Chester has on offer. DaVallia Art & Accents is a top attraction to add to your travel itinerary.

Explore a world of travel with Expedia