Find Romantic Hotels in Chester, VT

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Check availability on Chester Romantic Hotels

Tonight
Jan 24 - Jan 25
Tomorrow
Jan 25 - Jan 26
Next weekend
Jan 30 - Feb 1
In two weeks
Feb 6 - Feb 8

Our top choices for Chester romantic hotels

Interior

The Inn at Weathersfield

The Inn at Weathersfield
4.0 star property
Perkinsville
10.0 out of 10, Exceptional, (71 reviews)
"Wonderful experience, Wonderful staff. Thank you!"
United States
Patrick
The Inn at Weathersfield
Property amenity

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
2.0 star property
West Dover
9.0 out of 10, Wonderful, (32 reviews)
"Great cozy hotel very close to Mount Snow. "
United States
Yuhui
The price is NT$4,274
NT$4,701 total
includes taxes & fees
Jan 27 - Jan 28
Hideaway Inn Mt. Snow
Pub

Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown
3.0 star property
Keene
8.8 out of 10, Excellent, (1,002 reviews)
"Really clean hotel, friendly staff and great location."
United States
Aaron
The price is NT$5,692
NT$6,176 total
includes taxes & fees
Jan 30 - Jan 31
Courtyard by Marriott Keene Downtown
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, (636 reviews)
"Scenic balcony. Friendly staff. We had a lovely stay. "
United States
Travis
The price is NT$5,087
NT$5,519 total
includes taxes & fees
Feb 5 - Feb 6
Riverside Hotel, an Ascend Collection Hotel
Front of property

Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (343 reviews)
"The hotel was very clean, the staff were friendly and welcoming, and the breakfast was delicious."
United States
Sahand
The price is NT$4,973
NT$5,471 total
includes taxes & fees
Feb 1 - Feb 2
Colonel Williams Inn
Exterior

Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.4 out of 10, Very Good, (844 reviews)
"Great room, friendly & helpful staff, plus a great location in the community"
United States
Jude
The price is NT$3,928
NT$4,320 total
includes taxes & fees
Jan 25 - Jan 26
Latchis 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, (786 reviews)
"Good rooms"
United States
ke
The price is NT$4,389
NT$5,300 total
includes taxes & fees
Jan 26 - Jan 27
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Property amenity

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, (880 reviews)
"Rooms were spotless and staff was great!"
United States
Helen
The price is NT$2,688
NT$3,478 total
includes taxes & fees
Feb 22 - Feb 23
The Palmer House Resort, an Ascend Collection Hotel
Lobby

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa
4.5 star property
Manchester Village Historic District
7.4 out of 10, Good, (589 reviews)
"The resort really needs updating...."
United States
Elizabeth
The price is NT$4,187
NT$6,321 total
includes taxes & fees
Feb 1 - Feb 2
The Equinox Golf Resort & Spa
Sauna, aromatherapy, hot stone massages, deep-tissue massages

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort
3.5 star property
Cavendish
8.8 out of 10, Excellent, (959 reviews)
"Good value for price point in this location."
United States
Mark
The price is NT$5,968
NT$6,803 total
includes taxes & fees
Feb 22 - Feb 23
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

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"Courteous and helpful staff "
Thomas 1-night trip
Posted 21 hours ago
Pointe at Castle Hill Resort

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.
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.

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