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Romantic Hotels & Resorts in Windsor from AU$224

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Check availability on Windsor Romantic Hotels

Best Windsor Romantic Hotels

Beautiful home offering privacy on 7 acres with private pond
Interior

Beautiful home offering privacy on 7 acres with private pond

10.0 out of 10, Exceptional, (30)
"Very relaxing house, we all enjoyed the fireplaces and pellet stove and the well-equipped kitchen allowed us to cook beautiful meals. The property is gorgeous and neighbors are far away. This was the perfect place for a friends reunion/ski trip!"
The price is AU$773
includes taxes & fees
16 Oct - 17 Oct
Beautiful home offering privacy on 7 acres with private pond
Brook Road Inn
Interior

Brook Road Inn

3.0 star property
8.6 out of 10, Excellent, (238)
"I basically live here sometimes and it’s great. Foods not far either"
Brook Road Inn
The Mountain Inn at Killington
Breakfast and dinner served

The Mountain Inn at Killington

2.5 star property
9.2 out of 10, Wonderful, (912)
"Nice accommodations, very inviting and friendly staff. "
The Mountain Inn at Killington
Pointe at Castle Hill Resort
Indoor pool

Pointe at Castle Hill Resort

3.5 star property
8.8 out of 10, Excellent, (901)
"It was a beautiful place "
The price is AU$224
includes taxes & fees
19 Oct - 20 Oct
Pointe at Castle Hill Resort
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, (758)
"It is Good place to stay. We enjoyed our stay here."
The price is AU$293
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Hilton Garden Inn Hanover Lebanon
Meeting facility

Hilton Garden Inn Hanover Lebanon

3.0 star property
9.0 out of 10, Wonderful, (1009)
"Clean hotel, friendly staff and great area! Loved it and would highly recommend!!"
The price is AU$303
includes taxes & fees
2 Nov - 3 Nov
Hilton Garden Inn Hanover Lebanon
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
Greenbrier Inn
Lounge

Greenbrier Inn

2.0 star property
9.4 out of 10, Exceptional, (623)
"Great place."
Greenbrier Inn
Jackson Gore Village
Property entrance

Jackson Gore Village

3.0 star property
8.6 out of 10, Excellent, (788)
"This place is amazing!!! We wish we could stay for a week!"
The price is AU$325
includes taxes & fees
10 Nov - 11 Nov
Jackson Gore Village
Hanover Inn Dartmouth
Breakfast, lunch, dinner served; local cuisine

Hanover Inn Dartmouth

4.0 star property
9.6 out of 10, Exceptional, (874)
"Perfect hotel "
The price is AU$577
includes taxes & fees
19 Oct - 20 Oct
Hanover Inn Dartmouth
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 Windsor Hotel Reviews

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

10/10 Excellent
"The staff was very helpful, the place was comfortable with home amenities, view and property was breathtaking. "
Tara 2-night trip
Posted 3 days ago
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

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.
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.

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