A covered wooden bridge over a river, surrounded by rocky terrain and greenery.

Chester Romantic Hotel

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Check availability on Chester Romantic Hotel

Next weekend
10 Jul - 12 Jul
In two weeks
17 Jul - 19 Jul

Our top choices for Chester romantic hotels

Lobby

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.6 out of 10, Excellent, (1,004 reviews)
"Good stay everything you could ask for from a budget friendly hotel."
United States
Stephen
The price is HK$933
HK$1,013 total
includes taxes & fees
6 Jul - 7 Jul
Keene Elm City Hotel, an Ascend Collection Hotel
Exterior

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,002 reviews)
"Perfect for an overnight!"
United States
Lori
The price is HK$878
HK$966 total
includes taxes & fees
30 Jul - 31 Jul
The Putney Inn
Restaurant

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very good, (1,002 reviews)
"Best place to stay the food was good and we had a wonderful stay. Swimming pool was fun and safe for kids"
United States
Nidia Ruby
The price is HK$998
HK$1,082 total
includes taxes & fees
8 Jul - 9 Jul
Best Western Plus Keene Hotel
Garden

Fullerton Inn

Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very good, (440 reviews)
"Beautiful old inn Great Staff"
United States
Elizabeth A
The price is HK$1,247
HK$1,359 total
includes taxes & fees
7 Jul - 8 Jul
Fullerton Inn
Front of property

Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery
3.0 star property
Chester
9.2 out of 10, Wonderful, (120 reviews)
"Friendly helpful clean. Bathroom clean. Nice pillows. A/c was super because it was very hot outside. Breakfast was very good"
United States
Kathleen
The price is HK$1,638
HK$1,786 total
includes taxes & fees
6 Jul - 7 Jul
Stone Hearth Inn and Eatery
Premium bedding, in-room safe, individually decorated

Claremont Motor Lodge

Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (525 reviews)
"Great stay and good location"
Canada
Alexandre
The price is HK$863
HK$936 total
includes taxes & fees
6 Jul - 7 Jul
Claremont Motor Lodge
Indoor pool

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (1,002 reviews)
"Clean and professionally-run hotel - would stay again."
United States
Heidi
The price is HK$1,023
HK$1,125 total
includes taxes & fees
16 Jul - 17 Jul
Hampton Inn Brattleboro
In-room safe, desk, blackout curtains, iron/ironing board

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
2.0 star property
Keene
7.0 out of 10, Good, (1,001 reviews)
"Great breakfast, friendly staff and good place to stay."
United States
Michael
The price is HK$727
HK$788 total
includes taxes & fees
19 Jul - 20 Jul
Days Inn by Wyndham Keene NH
Exterior

Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (919 reviews)
"Historic hotel in the heart of downtown, close to everything-- restaurants, galleries, stores, train station. Great location, wonderful staff, movie theater and pub on site!"
United States
Sharon
The price is HK$893
HK$982 total
includes taxes & fees
7 Jul - 8 Jul
Latchis Hotel
Exterior

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (867 reviews)
"Great place to stay"
United States
Daniel
The price is HK$1,405
HK$1,545 total
includes taxes & fees
13 Jul - 14 Jul
Best Western Springfield Hotel
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

8/10 Good
"The property us very nice, family friendly and unique but it did not meet my standard for cleanliness."
Ann 1-night trip
Posted 11 hours ago
On The River Inn

Frequently asked questions

Searching for romantic hotels in Chester?
If you and your partner need a romantic holiday, we'd like to help you plan for it. Our guests also enjoy Chester for its shopping, coffee shops and skiing. If you want to explore the area, you might head to DaVallia Art & Accents or Bonnie's Bundles Dolls. If you'd like to stay close to a certain attraction, you can sort properties by neighbourhood and proximity to top sights, so you'll be able to see everything on your list.
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.

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