Romantic Hotels & Resorts in Chester from AU$221

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Check availability on Chester Romantic Hotels

Tonight
28 Oct - 29 Oct
Tomorrow
29 Oct - 30 Oct
This weekend
31 Oct - 2 Nov
Next weekend
7 Nov - 9 Nov

Best Chester Romantic Hotels

Sun deck
Riverside Hotel, an Ascend Collection Hotel
Riverside Hotel, an Ascend Collection Hotel
2.5 star property
9.6 out of 10, Exceptional, (620)
"Loved my stay"
United States
Christine
The price is AU$252
includes taxes & fees
2 Nov - 3 Nov
Riverside Hotel, an Ascend Collection Hotel
Reception
Courtyard by Marriott Keene Downtown
Courtyard by Marriott Keene Downtown
3.0 star property
8.8 out of 10, Excellent, (1002)
"Lovely hotel"
United States
ronald
The price is AU$273
includes taxes & fees
3 Nov - 4 Nov
Courtyard by Marriott Keene Downtown
Exterior
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
3.0 star property
9.0 out of 10, Wonderful, (763)
"It is Good place to stay. We enjoyed our stay here."
United States
Lokesh
The price is AU$235
includes taxes & fees
17 Nov - 18 Nov
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Interior
The Inn at Weathersfield
The Inn at Weathersfield
4.0 star property
9.8 out of 10, Exceptional, (70)
"The location of the Inn was in an area that was just wonderful. Staff was very friendly and the menu options were very tasty. Room was clean and well maintained. "
United States
Joshua
The Inn at Weathersfield
Hiking
Latchis Hotel
Latchis Hotel
2.5 star property
8.4 out of 10, Very good, (809)
"Is a great historic building with great charm. Hope to stay there again soon."
United States
Roger
The price is AU$222
includes taxes & fees
2 Nov - 3 Nov
Latchis Hotel
Exterior
The Equinox Golf Resort & Spa
The Equinox Golf Resort & Spa
4.5 star property
7.4 out of 10, Good, (561)
"Beautiful hotel! "
United States
sarah
The price is AU$266
includes taxes & fees
10 Nov - 11 Nov
The Equinox Golf Resort & Spa
Indoor spa tub
The Black Bear Lodge at Stratton Mountain Resort
The Black Bear Lodge at Stratton Mountain Resort
3.0 star property
7.6 out of 10, Good, (930)
"Great place for the price "
United States
Karen
The price is AU$247
includes taxes & fees
30 Oct - 31 Oct
The Black Bear Lodge at Stratton Mountain Resort
Front of property
Colonel Williams Inn
Colonel Williams Inn
3.0 star property
9.8 out of 10, Exceptional, (338)
"Very nice historic inn. We enjoyed our stay. Breakfast was exceptional."
United States
scott
The price is AU$240
includes taxes & fees
20 Nov - 21 Nov
Colonel Williams Inn
Indoor pool
Pointe at Castle Hill Resort
Pointe at Castle Hill Resort
3.5 star property
8.8 out of 10, Excellent, (908)
"Relaxing, clean, staff was nice"
United States
Barbara
The price is AU$221
includes taxes & fees
17 Nov - 18 Nov
Pointe at Castle Hill Resort
Property entrance
Jackson Gore Village
Jackson Gore Village
3.0 star property
8.6 out of 10, Excellent, (818)
"Nice hotel and setting, wonderful customer service"
United States
Bao
The price is AU$344
includes taxes & fees
29 Oct - 30 Oct
Jackson Gore Village
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
"Nice room, comfortable bed. This is an old grand hotel in tip top shape. We often stay in this type of hotel in NH and VT and found the Equinox to be the best maintained of them all. All the architectural class of its age in virtually new condition. Nice, reasonably priced onsite dining. We didn’t use the large indoor pool but it looked first class. Pleasant staff. We hope to return. Recommend “Ok for breakfast”, a 2nd floor breakfast & lunch restaurant downtown. "
Greg 2-night trip
Posted 2 days ago
The Equinox Golf Resort & Spa

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 DaVallia Art & Accents or Bonnie's Bundles Dolls 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 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 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.