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Top Windsor hotels deals

Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

2.5 out of 5
25 Airport Road West Lebanon NH
Free cancellation
Reserve now, pay when you stay
The price is CA $200 per night
CA $200
CA $218 total
May 31 - Jun 1
includes taxes & fees
Book a stay at this business-friendly hotel in West Lebanon. Enjoy free WiFi, free parking, and room service. Our guests praise the breakfast and the pool in our reviews. Popular attractions Quechee Gorge Bridge and Barrette Center for the Arts are located nearby.
Pool
Hot tub
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd Killington VT
Free cancellation
Reserve now, pay when you stay
The price is CA $168 per night
CA $168
CA $185 total
May 25 - May 26
includes taxes & fees
Book a stay at this golf hotel in Killington. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Killington Resort and Black Dog Sports are located nearby.
Hot tub
Pet-friendly
Align Inn Vermont

Align Inn Vermont

2.5 out of 5
5817 Woodstock Rd Quechee VT
Free cancellation
Reserve now, pay when you stay
The price is CA $152 per night
CA $152
CA $167 total
May 18 - May 19
includes taxes & fees
Book a stay at this business-friendly hotel in Quechee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Quechee Gorge Bridge and Quechee Gorge Village are located nearby.
Pool
Breakfast included
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
The price is CA $439 per night
CA $439
CA $543 total
May 25 - May 26
includes taxes & fees
Book a stay at this luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Quechee Gorge Bridge and Middle Covered Bridge are located nearby.
Pool
Hot tub
Hampton Inn White River Junction

Hampton Inn White River Junction

2.5 out of 5
104 Ballardvale Dr White River Junction VT
Free cancellation
Reserve now, pay when you stay
The price is CA $171 per night
CA $171
CA $188 total
May 25 - May 26
includes taxes & fees
Book a stay at this business-friendly hotel in White River Junction. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Quechee Gorge Bridge and Upper Valley Aquatic Center are located nearby.
Pool
Breakfast included
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
47 Old Mill Rd Killington VT
Free cancellation
Reserve now, pay when you stay
The price is CA $184 per night
CA $184
CA $213 total
May 18 - May 19
includes taxes & fees
Book a stay at this ski hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Killington Resort and Black Dog Sports are located nearby.
Pool
Breakfast included
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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.

Popular places to visit

Bowers Covered Bridge - Vermont

Brownsville Trail

You can take time to visit Brownsville Trail during your travels to Windsor. Discover the mountain views in this family-friendly area, or seek out the ski slopes.

Brownsville Trail
La rivière Otter Creek pour aller à Vergennes, Vermont.

Paradise Park

Explore the great outdoors at Paradise Park, a lovely green space in Windsor. Wander the riverfront in this quaint area.

Paradise Park

Harpoon Brewery

You can take time to visit Harpoon Brewery during your travels to Windsor. Wander the forest or discover the area's mountain views.

Harpoon Brewery

Windsor Vacations

It's always handy to know a little about your destination before you set off on your escape. Put a mark near Windsor on your map now and start planning for your big adventure!

Windsor is 110 miles (177 kilometers) to the northwest of Boston, a prominent city.

It's an area of Central Vermont- Killington that approximately 2,000 people reside in.

Hotels in Windsor

Traveling to Windsor? Don't wait until the last minute to book one of its 5 available accommodations. Once you've made up your mind, all that’s left is the fun part — actually being there!

The Snapdragon Inn and Kedron Valley Inn are some of Travelocity's top accommodation options in Windsor.

Places to visit in Windsor

Spending time in nature is proven to positively affect both your emotional and physical state of being. Spend time at Mt Ascutney State Park and feel the benefits of connecting with our natural environment. Want more options? Few things give us a peek into bygone days quite like old buildings. Why not take a tour around Old Constitution House and hear a few anecdotes about what went on behind closed doors? But there's more. There is no better teacher than history. Travel back through time for an interesting lesson at Saint-Gaudens National Historic Site.

Where do you fly into for Windsor?

There's nothing more exciting than finally hitting the tarmac in a totally new place. If you're going to Windsor, chances are you'll be disembarking at Lebanon Municipal Airport (LEB). It's about 11 miles (18 kilometers) to the northeast of the downtown area. Pick up your suitcase and get ready to kick-start your adventure!

Frequently asked questions

How much are vacation packages to Windsor?
Travelocity offers flight and hotel vacation packages starting as low as . With such great deals, you'll be exploring all of Windsor in the blink of an eye.
How long should my Windsor vacation be?
Generally, 2 nights is what many tourists book for their Windsor vacation. That's a rough guide, but there's loads more to discover if you give yourself a little more time.
Where can I get the best vacation package deals for Windsor?
Landing an unbeatable package deal to Windsor is a cinch with Travelocity. With as many as 400 air carriers and 1,000,000 properties all over the world, you're spoiled for choice when it comes to selecting your hotels and flights.
Why should I book my Windsor vacation package via Travelocity?
With first-rate service, customer support available 24/7 and some of the most idyllic escapes money can buy, you'll never roam alone. And if you find a lower price, we'll match it. That's our Price Match Guarantee.
Can I save money on my Windsor car rental if I bundle it with a hotel or flight?
With a Windsor vacation package, you can bundle your flight, car and hotel bookings and save a tidy sum. If you'd love to explore the best of this wonderful part of the world, why not make a beeline for Fenway Park? This must-see attraction is 161 kilometers from Windsor. With your own set of wheels, you'll be there in no time.
Which airport is best for Windsor?
Manchester-Boston Regional Airport (MHT) is 97 kilometers from the city center and is the starting point for many unforgettable experiences. Alternatively, Lebanon Municipal Airport (LEB) is 18 kilometers away from central Windsor and Rutland Southern Vermont Regional Airport (RUT) is 48 kilometers away from central Windsor.
What is there to do in Windsor?
While venturing off the beaten track is rewarding, you shouldn't miss the big-name attractions that make a place famous. Harpoon Brewery and The Sustainable Farmer are just two of them in Windsor.
Where should I stay when visiting Windsor?
If you're after somewhere to lay your head, check out the Windsor Mansion Inn. It's the top pick for many visitors.

Photos of local treasures

Browse Windsor vacation photos for more inspiration

Cornish-Windsor Covered Bridge
Cornish Windsor Covered Bridge
Cornish Windsor Covered Bridge
Windsor