Romantic Hotels & Resorts in Chester

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Check availability on Chester Romantic Hotels

Tonight
29 Jul - 30 Jul
Tomorrow
30 Jul - 31 Jul
This weekend
1 Aug - 3 Aug
Next weekend
8 Aug - 10 Aug

Best Chester Romantic Hotels

Colonel Williams Inn
Stunning hotel set amidst a serene autumn landscape.

Colonel Williams Inn

3.0 star property
9.8 out of 10, Exceptional, (308)
"Long weekend away spent here. Delicious breakfast each morning - always two options. Yogurt, fruit, granola and warm muffins from the oven to start. Our room was very comfortable and clean. Brian and Victoria were very gracious hosts - Brian even gave our car a jump start since our battery was dead on the morning we checked out. "
The price is NZ$262
includes taxes & fees
30 July - 31 July
Colonel Williams Inn
Courtyard by Marriott Keene Downtown
Check-in and check-out services are available at the central counter, with additional assistance offered at the smaller counters.

Courtyard by Marriott Keene Downtown

3.0 star property
8.8 out of 10, Excellent, (1005)
"Spacious, comfortable room in easy waking distance to many restaurants and shopping. Staff is warm and welcoming. "
The price is NZ$341
includes taxes & fees
3 Aug - 4 Aug
Courtyard by Marriott Keene Downtown
Inn on Putney Road
Classic two-story house with a gabled roof and symmetrical facade, surrounded by a well-maintained garden and a white fence.

Inn on Putney Road

4.0 star property
9.8 out of 10, Exceptional, (49)
"The folks were nice and accommodating. The breakfast was absolutely fantastically delicious. We would recommend this B&B to all our family and friends."
The price is NZ$485
includes taxes & fees
31 July - 1 Aug
Inn on Putney Road
Family Friendly Hilltop House In Putney Vermont
Escape to a serene oasis surrounded by lush greenery and a tranquil river.

Family Friendly Hilltop House In Putney Vermont

9.4 out of 10, Exceptional, (56)
"The property was beautiful--great views, super peaceful, and fabulous hosts. "
The price is NZ$477
includes taxes & fees
18 Aug - 19 Aug
Family Friendly Hilltop House In Putney Vermont
Entire Farmhouse with lots of open space 15 min north of Keene
Traditional two-story house with a charming front porch featuring a rocking chair and potted plants.

Entire Farmhouse with lots of open space 15 min north of Keene

10.0 out of 10, Exceptional, (36)
"Great location, great house, and wonderful breakfast. Would highly recommend and plan to stay there again some day soon."
The price is NZ$507
includes taxes & fees
30 July - 31 July
Entire Farmhouse with lots of open space 15 min north of Keene
107 Deluxe Studio Queen, w/ Sleeper sofa w/ outdoor heated pool
Situated in a natural setting, this cozy lodge features a large glass door and a stone pathway.

107 Deluxe Studio Queen, w/ Sleeper sofa w/ outdoor heated pool

8.0 out of 10, Very good, (6)
"The check in process was so easy, our room was clean and had everything we needed. We would definitely stay here again"
107 Deluxe Studio Queen, w/ Sleeper sofa w/ outdoor heated pool
109 Deluxe One bedroom Queen Suite on the 1st floor w/ outdoor heated pool
Kitchen area features a refrigerator, sink, and coffee maker.

109 Deluxe One bedroom Queen Suite on the 1st floor w/ outdoor heated pool

8.8 out of 10, Excellent, (10)
"Unit 109, single bedroom queen, was roomy, clean and decorated like a mountain cabin. The porch looked out over a beautiful little stream. Very convenient to Killington, centrally located. Very nice pool. The only inconvenience was the bathroom, which was accessed through the bedroom only, so anyone using the sofa bed in the living room needed to pass through the bedroom to use the bathroom."
The price is NZ$326
includes taxes & fees
30 July - 31 July
109 Deluxe One bedroom Queen Suite on the 1st floor w/ outdoor heated pool
Two Double bed Standard Hotel room 218
Relax in this spacious room with a high ceiling, large windows, and a brick fireplace, offering a view of the backyard with a swimming pool and barbecue area.

Two Double bed Standard Hotel room 218

7.0 out of 10, Good, (2)
"The room was nice, clean and comfortable, but there was no coffee maker, no refrigerator, no microwave... we couldn't even make hot water in our room, let alone coffee. There wasn't even any coffee available in the lobby/office area in the morning! We had a restful stay, but if you're a morning coffee drinker, make sure you plan ahead for no coffee availability at all!!"
Two Double bed Standard Hotel room 218
The Reluctant Panther Inn and Restaurant
Relax in a stylish room with a leather sofa, vintage chest, and elegant artwork.

The Reluctant Panther Inn and Restaurant

4.0 star property
9.8 out of 10, Exceptional, (305)
"We had a lovely weekend at The Relucatant Panther. The room was perfect. The area was quiet. It was convenient to everywhere we wanted to go. The dinner was scrumptious, and we loved the little basket with breakfast - just enough! The staff at both the desk and the dining room was amazing! We can't wait to come back. "
The price is NZ$443
includes taxes & fees
6 Aug - 7 Aug
The Reluctant Panther Inn and Restaurant
Deerhill Inn
Stunning two-story house with a front porch and stone wall, set amidst a lush lawn.

Deerhill Inn

3.5 star property
9.6 out of 10, Exceptional, (219)
"Never disappoints!"
The price is NZ$337
includes taxes & fees
31 July - 1 Aug
Deerhill 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.

Top Chester Hotel Reviews

On The River Inn

On The River Inn

10/10 Excellent
"Great location, very quiet with good breakfast choices. "
Robert 3-night trip
Posted 2 days ago
On The River Inn

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 fitness centre.
How many romantic hotels are there in Chester?
Expedia has 5 romantic Chester hotels for you both to enjoy.
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.