Boutique Hotels & Resorts in Chester from AU$208

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Best Chester Boutique Hotels

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Recommended hotels in Chester

Garden
Fullerton Inn
Fullerton Inn
2.5 star property
8.2 out of 10, Very good, (395)
"Lovely stay"
United States
Christine
The price is AU$217
includes taxes & fees
10 Nov - 11 Nov
Fullerton Inn
Front of property
Stone Hearth Inn and Eatery
Stone Hearth Inn and Eatery
3.0 star property
9.2 out of 10, Wonderful, (102)
"Good breakfast and dinner options. Great location for hiking."
United States
Paul
The price is AU$337
includes taxes & fees
19 Nov - 20 Nov
Stone Hearth Inn and Eatery
Exterior
Historic 150-year-old farmhouse, Jacuzzi included
Historic 150-year-old farmhouse, Jacuzzi included
9.8 out of 10, Exceptional, (9)
"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.
The price is AU$607
includes taxes & fees
27 Oct - 28 Oct
Historic 150-year-old farmhouse, Jacuzzi included
Interior
King & Queen Suite in Historic Inn Circa 1780
King & Queen Suite in Historic Inn Circa 1780
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.
The price is AU$354
includes taxes & fees
11 Nov - 12 Nov
King & Queen Suite in Historic Inn Circa 1780
Interior
Whimsical Room & Private Bathroom in Historic Inn
Whimsical Room & Private Bathroom in Historic Inn
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.
The price is AU$260
includes taxes & fees
2 Nov - 3 Nov
Whimsical Room & Private Bathroom in Historic Inn
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!
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
The price is AU$252
includes taxes & fees
11 Nov - 12 Nov
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!
Dining
Quaint Queen room at the Chester Inn
Quaint Queen room at the Chester Inn
2.0 star property
The price is AU$208
includes taxes & fees
5 Nov - 6 Nov
Quaint Queen room at the Chester Inn
Terrace/patio
Chester Farmhouse Ski Retreat near Slopes
Chester Farmhouse Ski Retreat near Slopes
9.6 out of 10, Exceptional, (15)
"Great cozy home for our trip to Vermont. Very comfortable. Recommend walking over to country girl dinner and the Scottish pub."
Canada
Benjamin M.
The price is AU$621
includes taxes & fees
2 Nov - 3 Nov
Chester Farmhouse Ski Retreat near Slopes
Terrace/patio
Room in Historic Inn! 20 Minutes to Okemo!
Room in Historic Inn! 20 Minutes to Okemo!
9.2 out of 10, Wonderful, (17)
"The Chester Inn was beautiful and located in downtown Chester. "
United States
Peter C.
The price is AU$260
includes taxes & fees
9 Nov - 10 Nov
Room in Historic Inn! 20 Minutes to Okemo!
1 bedroom, desk, iron/ironing board, free WiFi
Honeymoon Suite with Jacuzzi Tub in Historic Inn
Honeymoon Suite with Jacuzzi Tub in Historic Inn
8.6 out of 10, Excellent, (7)
"Charming place, hope to go back soon."
United States
Sharon S.
The price is AU$277
includes taxes & fees
11 Nov - 12 Nov
Honeymoon Suite with Jacuzzi Tub in Historic Inn
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.
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Top Chester Hotel Reviews

Latchis Hotel

Latchis Hotel

10/10 Excellent
"Very cool historical hotel and friendly staff. I want to see a movie in the theater next time. Some details were off, such as no working needle on the record player and tv display settings were messed up, and a broken marble top on the radiator. "
John 1-night trip
Posted 10 days ago
Latchis Hotel
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

10/10 Excellent
"The is was our first trip to Manchester. What a great town! The hotel was lovely- easy parking, quiet, and quaint. The staff at the front desk were so helpful ! You could walk to town but it would be about a 20 min adventure… make sure you go to the North field book store~ wonderful!! And we had coffee and egg sandwich at their coffee shop around the corner."
William 3-night trip
Posted 11 days ago
Kimpton Taconic Hotel by IHG

Frequently asked questions

What's there to see and do in Chester?
The shopping, coffee shops and skiing are just some of the things to enjoy while you're in the area. Activities and attractions to experience around Chester include DaVallia Art & Accents, Grafton Historical Society and Plummer's Sugar House. You might also want to consider exploring Vermont Country Store, Lowell Lake State Park and Magic Mountain Ski Resort while you're here.
What kind of weather should I plan for when I travel to Chester?
Getting an idea of what to expect from the weather in Chester will help you enjoy your stay to the fullest. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Chester are January, March, November and February, with each month seeing an average of 35 cm of snowfall.
What's the best way to get to my boutique hotel in Chester?
You have a few options for getting to and around Chester. The closest major airport is Springfield, VT (VSF-Hartness State), which is located 6.6 mi (10.7 km) from the heart of the city, but Rutland, VT (RUT-Rutland Southern Vermont Regional) may also be an option. If you'd like to venture out around the area, you may want to rent a car for your trip.

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