Find Romantic Hotels in Chester, VT

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Check availability on Chester Romantic Hotels

Tonight
5 Oct - 6 Oct
Tomorrow
6 Oct - 7 Oct
Next weekend
10 Oct - 12 Oct
In two weeks
17 Oct - 19 Oct

Top Chester Romantic Hotels

Latchis Hotel
Hiking

Latchis Hotel

2.5 star property
8.4 out of 10, Very Good, (798)
"Very nice vintage hotel"
The price is AED 482
AED 530 total
includes taxes & fees
2 Nov - 3 Nov
Latchis Hotel
Riverside Hotel, an Ascend Collection Hotel
Sundeck

Riverside Hotel, an Ascend Collection Hotel

2.5 star property
9.6 out of 10, Exceptional, (606)
"The hotel is on a beautiful river front and the grounds are lovely. We drove to find dinner and it was easy enough. The hotel has a wonderful, helpful staff. "
The price is AED 559
AED 606 total
includes taxes & fees
27 Oct - 28 Oct
Riverside Hotel, an Ascend Collection Hotel
Colonel Williams Inn
Front of property

Colonel Williams Inn

3.0 star property
9.8 out of 10, Exceptional, (327)
"Very nice historic inn. We enjoyed our stay. Breakfast was exceptional."
The price is AED 526
AED 579 total
includes taxes & fees
14 Oct - 15 Oct
Colonel Williams Inn
Courtyard by Marriott Keene Downtown
Reception

Courtyard by Marriott Keene Downtown

3.0 star property
8.8 out of 10, Excellent, (1001)
"Lovely hotel"
The price is AED 577
AED 626 total
includes taxes & fees
2 Nov - 3 Nov
Courtyard by Marriott Keene Downtown
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Exterior

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3.0 star property
9.0 out of 10, Wonderful, (757)
"It is Good place to stay. We enjoyed our stay here."
The price is AED 621
AED 727 total
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Pointe at Castle Hill Resort
Indoor pool

Pointe at Castle Hill Resort

3.5 star property
8.8 out of 10, Excellent, (898)
"It was a beautiful place "
The price is AED 473
AED 539 total
includes taxes & fees
19 Oct - 20 Oct
Pointe at Castle Hill Resort
The Inn at Weathersfield
Interior

The Inn at Weathersfield

4.0 star property
9.8 out of 10, Exceptional, (66)
"Comfortable room and tasty dinner. Very well run."
The Inn at Weathersfield
Inn on Putney Road
Exterior

Inn on Putney Road

4.0 star property
9.8 out of 10, Exceptional, (55)
"Outstanding breakfast in a charming home. A 15 minute walk excellent to restaurants and art galleries."
The price is AED 980
AED 1,078 total
includes taxes & fees
2 Nov - 3 Nov
Inn on Putney Road
Seesaw's Lodge
Exterior

Seesaw's Lodge

4.0 star property
9.8 out of 10, Exceptional, (20)
"Beautiful lodge, the staff are so helpful and friendly. The rooms are really nice and cozy. will stay here again."
The price is AED 905
AED 987 total
includes taxes & fees
20 Oct - 21 Oct
Seesaw's Lodge
Chesterfield Inn
Lobby

Chesterfield Inn

4.0 star property
9.0 out of 10, Wonderful, (104)
"Great stay"
The price is AED 1,106
AED 1,200 total
includes taxes & fees
2 Nov - 3 Nov
Chesterfield 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

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

10/10 Excellent
"It was clean and well apportioned with kitchen supplies. The beds were comfortable but the living room couch and chairs were very hard and had no throw pillows to help add cushioning."
Denise 1-night trip
Posted 4 days ago
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

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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.
What's the best place to stay for a romantic getaway to Chester?
1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO! is a favorite guesthouse 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, 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.