Photo by William E Berry Jr.

Romantic Hotels & Resorts in Windsor

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Check availability on Windsor 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 Windsor Romantic Hotels

Hilton Garden Inn Hanover Lebanon
Meeting facility

Hilton Garden Inn Hanover Lebanon

3.0 star property
9.0 out of 10, Wonderful, (1008)
"Nice place to stop in Lebanon! "
The price is NZ$290
includes taxes & fees
10 Aug - 11 Aug
Hilton Garden Inn Hanover Lebanon
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Fridge, microwave, oven, stovetop

Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

9.8 out of 10, Exceptional, (101)
"This place was great! Convenient and clean. The beds were soooo comfy! We walked to town for groceries and dined out in town. We were there for a concert at Okemo which was just a few minutes away. We planned on hanging out back at the fire. Unfortunately, it rained so we hung out in the warm and inviting living room with a fire in the fireplace!! "
The price is NZ$652
includes taxes & fees
30 July - 31 July
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck
Fridge, microwave, oven, stovetop

Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck

9.8 out of 10, Exceptional, (23)
"convenient to okemo"
The price is NZ$967
includes taxes & fees
3 Aug - 4 Aug
Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck
107 Deluxe Studio Queen, w/ Sleeper sofa w/ outdoor heated pool
Exterior

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"
The price is NZ$263
includes taxes & fees
3 Aug - 4 Aug
107 Deluxe Studio Queen, w/ Sleeper sofa w/ outdoor heated pool
Deluxe Two Bedroom Suite on the 2nd floor with outdoor heated pool 20910
Full-sized fridge, microwave, oven, stovetop

Deluxe Two Bedroom Suite on the 2nd floor with outdoor heated pool 20910

8.0 out of 10, Very good, (1)
"We were just stopping for the night but this was a nice little chalet. It was in a great area close to everything we needed. The property owner was very helpful and pleasant to deal with. The only thing I didn’t care for was the size of the beds. They were full sized and tight for two people."
The price is NZ$558
includes taxes & fees
17 Aug - 18 Aug
Deluxe Two Bedroom Suite on the 2nd floor with outdoor heated pool 20910
Cedarbrook Hotel Room 2 Doubles 119
Interior

Cedarbrook Hotel Room 2 Doubles 119

9.0 out of 10, Wonderful, (7)
"The place was an ok place to "crash" after a day of out side activities. The rug needs to be replaced or shampooed. The beds are not very comfortable. "
The price is NZ$263
includes taxes & fees
30 July - 31 July
Cedarbrook Hotel Room 2 Doubles 119
Two Double bed Standard Hotel room 218
Interior

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!!"
The price is NZ$264
includes taxes & fees
17 Aug - 18 Aug
Two Double bed Standard Hotel room 218
110 Deluxe Studio Queen on the 1st floor w/ outdoor heated pool
Property grounds

110 Deluxe Studio Queen on the 1st floor w/ outdoor heated pool

8.0 out of 10, Very good, (5)
"The view of the river behind the room was great"
The price is NZ$264
includes taxes & fees
3 Aug - 4 Aug
110 Deluxe Studio Queen on the 1st floor w/ outdoor heated pool
109 Deluxe One bedroom Queen Suite on the 1st floor w/ outdoor heated pool
Fridge, microwave, oven, stovetop

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
Deluxe one bedroom suite located on 2nd floor with outdoor heated pool 21416
Interior

Deluxe one bedroom suite located on 2nd floor with outdoor heated pool 21416

10.0 out of 10, Exceptional, (2)
"The location was great for our trip. The condo was very clean."
The price is NZ$359
includes taxes & fees
30 July - 31 July
Deluxe one bedroom suite located on 2nd floor with outdoor heated pool 21416
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 Windsor 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 Windsor?
Are you in need of a romantic holiday? If you want to explore the area, you might head to Harpoon Brewery, Mt Ascutney State Park or Connecticut River. If you're interested in staying close to a particular destination, 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 place to stay for a romantic holiday in Windsor?
Windsor Mansion Inn is a favourite B&B for couples, and features premium bedding and wedding services.
When is the best time of year for a romantic getaway to Windsor?
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 Windsor: The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -6°C. The snowiest months in Windsor are March, January, November and February, with each month seeing an average of 38 cm of snowfall.
What is there to do in Windsor?
There's nothing better than wandering around a new place with your sweetheart, so consider taking time to discover all there is to see and do in Windsor. You might think about stopping by Harpoon Brewery, Mt Ascutney State Park or Connecticut River while you're seeing the sights.
What's the best way to get to Windsor and around town during my romantic getaway?
This information about transportation options in Windsor might help your romantic trip get off to a smooth start: To get to Windsor, you can fly into Lebanon, NH (LEB-Lebanon Municipal), which is the closest major airport, located 10.7 mi (17.3 km) from the city centre. To venture out into the surrounding area, take a train from Windsor Station.