Find Romantic Hotels in Winchester, NH

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Check availability on Winchester Romantic Hotels

Tonight
30 Nov - 1 Dec
Tomorrow
1 Dec - 2 Dec
Next weekend
5 Dec - 7 Dec
In two weeks
12 Dec - 14 Dec

Top Winchester Romantic Hotels

Reception
Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown

3.0 star property
Keene
8.8 out of 10, Excellent, (1007)
"Lovely hotel"
United States
ronald
The price is AED 590
AED 640 total
includes taxes & fees
5 Dec - 6 Dec
Courtyard by Marriott Keene Downtown
Hiking
Latchis Hotel

Latchis Hotel

2.5 star property
Brattleboro
8.4 out of 10, Very Good, (833)
"Great stay"
United States
Jason
The price is AED 460
AED 506 total
includes taxes & fees
1 Dec - 2 Dec
Latchis Hotel
Free daily full breakfast
Centennial House

Centennial House

3.5 star property
Northfield
9.6 out of 10, Exceptional, (173)
"The house was cozy and inviting. Felt the history all around me and the breakfast made and served by Joan was great. We recommend this place for those looking for that historical b&b experience. "
United States
Paul
The price is AED 710
AED 751 total
includes taxes & fees
26 Dec - 27 Dec
Centennial House
Sundeck
Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel

2.5 star property
West Chesterfield
9.6 out of 10, Exceptional, (628)
"Clean room, beautiful location"
United States
Marcie
The price is AED 559
AED 606 total
includes taxes & fees
29 Dec - 30 Dec
Riverside Hotel, an Ascend Collection Hotel
Front of property
Colonel Williams Inn

Colonel Williams Inn

3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (340)
"Very nice historic inn. We enjoyed our stay. Breakfast was exceptional."
United States
scott
The price is AED 532
AED 585 total
includes taxes & fees
3 Dec - 4 Dec
Colonel Williams Inn
Exterior
Monadnock Inn

Monadnock Inn

2.5 star property
Jaffrey
7.6 out of 10, Good, (276)
"It is a Beautiful Old Charm Inn. Everything was great. I would definitely come back and stay there again. "
United States
Sharon-Ann C
Monadnock Inn
Property grounds
Family Friendly Hilltop House In Putney Vermont

Family Friendly Hilltop House In Putney Vermont

Putney
9.4 out of 10, Exceptional, (56)
"The property was beautiful--great views, super peaceful, and fabulous hosts. "
United States
Louis T.
The price is AED 544
AED 1,041 total
includes taxes & fees
1 Dec - 2 Dec
Family Friendly Hilltop House In Putney Vermont
TV, books
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

Walpole
10.0 out of 10, Exceptional, (8)
"Beautiful cozy cottage. Very clean. Wonderful host."
United States
Gloria A.
The price is AED 752
AED 919 total
includes taxes & fees
1 Dec - 2 Dec
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Exterior detail
Entire Farmhouse with lots of open space 15 min north of Keene

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

Walpole
10.0 out of 10, Exceptional, (38)
"Lovely place would definitely book again"
United States
Sean M.
The price is AED 877
AED 1,075 total
includes taxes & fees
1 Dec - 2 Dec
Entire Farmhouse with lots of open space 15 min north of Keene
Lobby
Chesterfield Inn

Chesterfield Inn

4.0 star property
West Chesterfield
9.0 out of 10, Wonderful, (104)
"Great stay"
United States
Wayne
The price is AED 1,106
AED 1,200 total
includes taxes & fees
1 Dec - 2 Dec
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 Winchester Hotel Reviews

The Colonial Hotel

The Colonial Hotel

10/10 Excellent
"Staff was very polite, the restaurant was lovely the service was amazing the room was comfortable and relaxing we loved it :)"
Lily 2-night trip
Posted 4 days ago
The Colonial Hotel

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Frequently asked questions

Searching for romantic hotels in Winchester?
If you and your partner need some romantic time away, we've got just the thing. Our guests also enjoy Winchester for its lakeside setting. You might consider checking out some of the nearby sights and attractions such as Birch Point, Pisgah State Park, or New England Sweetwater Farm & Distillery. If you're interested in staying close to a certain attraction, you can sort by neighborhood or distance to top landmarks, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Winchester?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Winchester: The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Winchester are January, March, February, and November, with each month seeing an average of 10 inches of snowfall.
What is there to do in Winchester?
There's nothing better than seeing a new place with your sweetheart, so consider taking time to discover all there is to see and do in Winchester. Couples looking to get out in nature will enjoy Winchester for its lakeside setting. You might think about stopping by Birch Point, Pisgah State Park, or New England Sweetwater Farm & Distillery while you're seeing the sights.