Find Romantic Hotels in Chester, VT

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Check availability on Chester Romantic Hotels

Top Chester Romantic Hotels

Sundeck
Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel

2.5 star property
West Chesterfield
9.6 out of 10, Exceptional, (623)
"Loved my stay"
United States
Christine
The price is ￥23,454
￥25,448 total
includes taxes & fees
Dec 10 - Dec 11
Riverside Hotel, an Ascend Collection Hotel
Reception
Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown

3.0 star property
Keene
8.8 out of 10, Excellent, (1002)
"We stay at this hotel often. Usually we are very happy. This time the cleanliness of the room was poor. "
United States
Joanna
The price is ￥27,616
￥29,964 total
includes taxes & fees
Nov 26 - Nov 27
Courtyard by Marriott Keene Downtown
Hiking
Latchis Hotel

Latchis Hotel

2.5 star property
Brattleboro
8.4 out of 10, Very Good, (819)
"Great stay"
United States
Jason
The price is ￥17,591
￥19,351 total
includes taxes & fees
Nov 17 - Nov 18
Latchis Hotel
Exterior
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 star property
Manchester
7.4 out of 10, Good, (567)
"Nice old Inn!"
United States
Daniel
The price is ￥16,247
￥26,014 total
includes taxes & fees
Nov 17 - Nov 18
The Equinox Golf Resort & Spa
1 bedroom, premium bedding, desk, blackout drapes
The Common Man Inn & Restaurant

The Common Man Inn & Restaurant

3.5 star property
Claremont
9.6 out of 10, Exceptional, (369)
"Great place to stay! "
United States
Candace M
The price is ￥19,193
￥20,824 total
includes taxes & fees
Nov 13 - Nov 14
The Common Man Inn & Restaurant
Exterior
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3.0 star property
Brownsville
9.0 out of 10, Wonderful, (772)
"Strongly recommend and will go back again!"
Canada
Craig
The price is ￥19,885
￥23,775 total
includes taxes & fees
Dec 8 - Dec 9
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Indoor spa tub
The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

3.0 star property
Stratton
7.6 out of 10, Good, (932)
"Great place for the price "
United States
Karen
The price is ￥19,661
￥23,790 total
includes taxes & fees
Nov 18 - Nov 19
The Black Bear Lodge at Stratton Mountain Resort
Interior
The Inn at Weathersfield

The Inn at Weathersfield

4.0 star property
Perkinsville
9.8 out of 10, Exceptional, (70)
"Beautiful historic inn "
United States
Meagan
The Inn at Weathersfield
Exterior
The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

3.0 star property
Manchester Center
8.4 out of 10, Very Good, (853)
"The area around the Palmer House is so beautiful. Mountains everywhere!! "
United States
Mark
The price is ￥15,518
￥19,600 total
includes taxes & fees
Dec 1 - Dec 2
The Palmer House Resort, an Ascend Collection Hotel
Indoor pool
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 star property
Cavendish
8.8 out of 10, Excellent, (916)
"Clean room, great staff, wonderful suggestions for area restaurants and attractions."
United States
Margie
The price is ￥19,759
￥22,526 total
includes taxes & fees
Nov 12 - Nov 13
Pointe at Castle Hill Resort
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

Top Chester Hotel Reviews

On The River Inn

On The River Inn

10/10 Excellent
"Staff were fantastic "
Laurie 2-night trip
Posted 4 days ago
On The River Inn

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Frequently asked questions

Searching for romantic hotels in Chester?
If you and your partner need a romantic vacation, we'd like to help you plan for it. Couples choose Chester for its coffeehouses and restaurants. During your trip, you might consider a visit to DaVallia Art & Accents or Bonnie's Bundles Dolls while you're exploring Chester with your significant other. Whether you'd like to sip a glass of champagne or get a couples' massage, you'll be sure to find accommodation in Chester to make for the perfect couples' getaway.
What's the best place to stay for a romantic getaway to Chester?
1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO! is a favorite guesthouse for couples, and features free WiFi and a garden.
When is the best time of year for a romantic getaway to Chester?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Chester: The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Chester are January, March, November, and February, with each month seeing an average of 14 inches of snowfall.
What is there to do in Chester?
There's nothing better than wandering around a new destination with your sweetheart, so consider checking out all that Chester has to offer. Couples looking for a little of everything will enjoy Chester for its coffeehouses, restaurants, and skiing. You might consider a stop at DaVallia Art & Accents or Bonnie's Bundles Dolls while you're out and about.
What's the best way to get to Chester and around town during my romantic getaway?
These transportation options in Chester might help your romantic trip go off without a hitch: The closest major airport is Springfield, VT (VSF-Hartness State), located 6.6 mi (10.7 km) from the city center. If you'd like to explore around the area, you may want to rent a car for your trip.