Find Romantic Hotels in Chester, VT

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Check availability on Chester Romantic Hotels

Top Chester Romantic Hotels

Exterior
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 star property
Manchester
7.4 out of 10, Good, (569)
"Nice old Inn!"
United States
Daniel
The price is AED 486
AED 734 total
includes taxes & fees
17 Dec - 18 Dec
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)
"Wonderful place to stay "
United States
John
The price is AED 459
AED 499 total
includes taxes & fees
23 Nov - 24 Nov
The Common Man Inn & Restaurant
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, (626)
"Clean room, beautiful location"
United States
Marcie
The price is AED 559
AED 606 total
includes taxes & fees
21 Dec - 22 Dec
Riverside Hotel, an Ascend Collection Hotel
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, (775)
"Very welcoming, spacious, clean. Perfect for a family of 4. "
United States
Kathleen
The price is AED 342
AED 422 total
includes taxes & fees
8 Dec - 9 Dec
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Hiking
Latchis Hotel

Latchis Hotel

2.5 star property
Brattleboro
8.4 out of 10, Very Good, (824)
"Great stay"
United States
Jason
The price is AED 446
AED 490 total
includes taxes & fees
22 Dec - 23 Dec
Latchis Hotel
Indoor pool
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 star property
Cavendish
8.8 out of 10, Excellent, (918)
"Clean room, great staff, wonderful suggestions for area restaurants and attractions."
United States
Margie
The price is AED 503
AED 573 total
includes taxes & fees
23 Nov - 24 Nov
Pointe at Castle Hill Resort
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, (855)
"Room was fantastic, had a lovely stay."
United States
Cody
The price is AED 328
AED 421 total
includes taxes & fees
10 Dec - 11 Dec
The Palmer House Resort, an Ascend Collection Hotel
Free WiFi, bed sheets
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, (935)
"Great place for the price "
United States
Karen
The price is AED 498
AED 603 total
includes taxes & fees
24 Nov - 25 Nov
The Black Bear Lodge at Stratton Mountain Resort
Reception
Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown

3.0 star property
Keene
8.8 out of 10, Excellent, (1004)
"Lovely hotel"
United States
ronald
The price is AED 661
AED 717 total
includes taxes & fees
7 Dec - 8 Dec
Courtyard by Marriott Keene Downtown
Front of property
Colonel Williams Inn

Colonel Williams Inn

3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (339)
"Very nice historic inn. We enjoyed our stay. Breakfast was exceptional."
United States
scott
The price is AED 555
AED 611 total
includes taxes & fees
24 Nov - 25 Nov
Colonel Williams 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

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

10/10 Excellent
"Amazing "
Gary 1-night trip
Posted 4 days ago
The Equinox Golf Resort & Spa

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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.