Romantic Hotels & Resorts in Chester from NZ$210

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Check availability on Chester Romantic Hotels

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, (72 reviews)
"Wonderful experience, Wonderful staff. Thank you!"
United States
Patrick
The Inn at Weathersfield
Sun deck

Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel
2.5 star property
West Chesterfield
9.6 out of 10, Exceptional, (637 reviews)
"Scenic balcony. Friendly staff. We had a lovely stay. "
United States
Travis
The price is NZ$274
includes taxes & fees
11 Mar - 12 Mar
Riverside Hotel, an Ascend Collection Hotel
Pub

Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown
3.0 star property
Keene
8.8 out of 10, Excellent, (1,001 reviews)
"Really clean hotel, friendly staff and great location."
United States
Aaron
The price is NZ$323
includes taxes & fees
1 Mar - 2 Mar
Courtyard by Marriott Keene Downtown
Exterior

Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.4 out of 10, Very good, (847 reviews)
"Great room, friendly & helpful staff, plus a great location in the community"
United States
Jude
The price is NZ$210
includes taxes & fees
9 Mar - 10 Mar
Latchis Hotel
Property amenity

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, (794 reviews)
"Good rooms"
United States
ke
The price is NZ$277
includes taxes & fees
1 Mar - 2 Mar
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
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, (975 reviews)
"Friendly staff, clean rooms. "
United States
Kirt
The price is NZ$267
includes taxes & fees
1 Mar - 2 Mar
Pointe at Castle Hill Resort
Property amenity

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
2.0 star property
West Dover
8.8 out of 10, Excellent, (49 reviews)
"Clean cozy rooms, overall good stay"
United States
Wade
The price is NZ$249
includes taxes & fees
11 Mar - 12 Mar
Hideaway Inn Mt. Snow
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, (967 reviews)
"Very friendly staff, excellent location. Breakfast was great and room was just what we needed"
United States
Val
The price is NZ$344
includes taxes & fees
9 Mar - 10 Mar
The Black Bear Lodge at Stratton Mountain Resort
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, (594 reviews)
"We have been staying at the Equinox for over 35 yrs. Love the whole scene and vibe. Love the pool and hot tub. Love the big real wood fireplace. "
United States
Patricia
The price is NZ$316
includes taxes & fees
23 Feb - 24 Feb
The Equinox Golf Resort & Spa
Room 4

Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (344 reviews)
"The hotel was very clean, the staff were friendly and welcoming, and the breakfast was delicious."
United States
Sahand
The price is NZ$263
includes taxes & fees
18 Feb - 19 Feb
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 Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

10/10 Excellent
"Accommodating staff"
Robert 1-night trip
Posted 6 days ago
The Black Bear Lodge at Stratton Mountain Resort

Frequently asked questions

Searching for romantic hotels in Chester?
If you and your partner need some romantic time away, we'd like to help you plan for it. Couples choose Chester for its coffee shops and restaurants. During your trip, you might consider a visit to Bonnie's Bundles Dolls or DaVallia Art & Accents while you're exploring Chester with your significant other. Whether you'd like to lounge around in luxurious bedding 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 hotel for couples in Chester?
1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO! is a favourite guest house 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, take a look at these details about year-round temperatures in Chester: 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 is there to do in Chester?
There's nothing better than seeing 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 coffee shops, restaurants and skiing. You might consider stopping at Bonnie's Bundles Dolls or DaVallia Art & Accents 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 get off to a smooth start: The closest major airport is in Springfield, VT (VSF-Hartness State), located 6.6 mi (10.7 km) from the city centre. If you'd like to explore around the area, consider renting a car to explore more sights.