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Top Windsor hotels

Killington Mountain Lodge, Tapestry Collection by Hilton

2617 Killington Rd, Killington, VT

Free Cancellation

Reserve now, pay when you stay

22.83 mi from city center

$122

per night

May 27 - May 28

This hotel features a 24-hour gym and a spa tub. There's a free ski shuttle, and ski passes and ski storage are available on site. WiFi in public areas is free.

Hot Tub

Pet friendly

Hotel Coolidge

39 South Main Street, White River Junction, VT

Free Cancellation

12.09 mi from city center

$103

per night

May 19 - May 20

A restaurant, free self parking, and a 24-hour front desk are among this hotel's amenities. WiFi in public areas is free. A coffee shop, a terrace, and a lobby fireplace are also on offer.

Hampton Inn White River Junction

104 Ballardvale Dr, White River Junction, VT

Free Cancellation

Reserve now, pay when you stay

11.57 mi from city center

$135

per night

May 21 - May 22

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and free internet in public areas. There's a gym on site, and a 24-hour front desk and a terrace are also provided.

Pet friendly

Breakfast included

Woodstock Inn & Resort

Fourteen The Green, Woodstock, VT

11.9 mi from city center

$299

per night

May 19 - May 20

This luxury resort features a golf course, a full-service spa, and 4 restaurants. Enjoy the 2 indoor tennis courts and perks like free valet parking and free WiFi. Relax with a drink at one of the 2 bars/lounges and enjoy the 2 spa tubs and indoor pool.

Hot Tub

Pet friendly

Align Inn Vermont

5817 Woodstock Rd, Quechee, VT

Free Cancellation

Reserve now, pay when you stay

10.9 mi from city center

$132

per night

May 15 - May 16

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

North Star Lodge and Resort

78 Weathervane Dr, Killington, VT

Free Cancellation

Reserve now, pay when you stay

23.51 mi from city center

$117

per night

May 15 - May 16

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Families will appreciate the arcade/game room and onsite laundry facilities. Enjoy the gym and perks like free self parking and free WiFi.

Pool

Free WiFi

The Mountain Inn at Killington

47 Old Mill Rd, Killington, VT

22.99 mi from city center

$129

per night

May 15 - May 16

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the free ski shuttle and onsite ski storage. Enjoy the gym and free perks like continental breakfast and free self parking.

Pet friendly

Breakfast included

Fireside Inn & Suites West Lebanon

25 Airport Road, West Lebanon, NH

Free Cancellation

Reserve now, pay when you stay

10.89 mi from city center

$143

per night

May 19 - May 20

This hotel features an indoor pool, a spa tub, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

Hot Tub

Pet friendly

Hilton Garden Inn Hanover Lebanon

35 Labombard Rd, Lebanon, NH

Free Cancellation

Reserve now, pay when you stay

14.13 mi from city center

$206

per night

May 28 - May 29

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like free self parking and a free area shuttle.

Pet friendly

Breakfast available

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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.

Top hotels in Windsor for Extended Stay

Studio Suite #1 at The Lodge | Minutes from Sunapee Harbor & Mount Sunapee

Sunapee

$140

per night

May 27 - May 28

10/10 Exceptional! (3 reviews)

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.

Windsor Hotel & Travel Guide\n

Thinking about exploring Central Vermont- Killington? To experience it as the locals do, reserve places to base your trip that are within an easy drive from the excitement of Windsor. Travelocity's hotel guide presently has listed 5 accommodations in and around the CBD district and surrounds of Windsor.

The Holiday Inn Club Vacations Ascutney Mountain Resort is the nearest hotel to the downtown area of Windsor and it's simply a brief drive away.

13 miles (21 kilometers) from downtown Windsor, you will find the Castle Hill Resort And Spa. Alternatively, the Inn at Clearwater Pond can be found approximately 9 miles (15 kilometers) away. The Woodstock Inn & Resort along with the Mountain Lodge at Okemo Mountain Resort are some other Travelocity-listed accommodation options in Windsor.

Keen on discovering even more of the forests and mountains that this area features? What if you take some time in nearby places in Central Vermont? Take part in snowboarding, skiing and cross-country skiing or venture out to see the area's diverse cultural and scenic sights. Comfortable Travelocity-listed hotels are located nearby.

20 miles (32 kilometers) to the northwest of Windsor, you can find Killington, which is where you can visit Killington Ski Resort and Green Mountain National Golf Course. The Killington Grand Resort Hotel and Mountain Green Ski & Golf Resort are just a handful of the Travelocity hotel options in Killington. Or, you could stay in Rutland, 30 miles (45 kilometers) west of Windsor, where you can choose between the Hampton Inn Rutland and Holiday Inn Rutland-Killington Area. The Pine Hill Park and Vermont State Fairgrounds are a couple of the most popular sites to explore in Rutland.

Just because you are on a break, should not mean that you can't enjoy your love for a day at the stadium. Find Verizon Wireless Arena 60 miles (98 kilometers) to the southeast of Windsor. And travelers wishing to sleep close to the action can take their choice from the Hilton Garden Inn Manchester Downtown or the Radisson Hotel Manchester Downtown.

If you are traveling via Lebanon Municipal Airport and would like to stay nearby, try Hampton Inn White River Junction or Fireside Inn & Suites West Lebanon.

Windsor hotels essential information

Accommodation	2,524 hotels
Lowest Price	$103
Highest Price	$299
Popular hotels	Killington Mountain Lodge, Tapestry Collection by Hilton, Hotel Coolidge, Hampton Inn White River Junction, Woodstock Inn & Resort, Align Inn Vermont, North Star Lodge and Resort, The Mountain Inn at Killington, Fireside Inn & Suites West Lebanon, Hilton Garden Inn Hanover Lebanon

Frequently asked questions

What are the top kid-friendly hotels in Windsor?

From carefully considered amenities to extra room, kid-friendly hotels come with features that can help turn a good family vacation into a fabulous one. These Windsor properties make vacationing with the youngsters a breeze: The whole team will love staying at Snapdragon Inn. Complimentary breakfast and a picnic area are just a couple of the things that help make this place a sought-after option. Also consider Windsor Mansion Inn. It offers a trampoline, complimentary breakfast and ample opportunities for family time.

Where can I find cheap hotels in Windsor?

At Travelocity you’ll find really nice hotels in Windsor at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Windsor rather than in Windsor. We may find you even better rates, too.

How do I find the best Windsor hotel deals?

Simple! On Travelocity, look through the fantastic offers we’ve already found in Windsor then use our filters to find a great deal that’s perfect for you. Enter your travel dates, select the number of rooms you need, and we’ll do the rest. You can get great discounts on flights and car hire, too, when you bundle.

How much does it cost to stay in a hotel in Windsor?

The cheapest hotel in Windsor is $103. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel’s location. Prices and availability are subject to change. Additional terms apply.

How many hotels are in Windsor?

There are 2,524 hotels in Windsor on Travelocity.

What are the best hotels in Windsor?

Windsor has so many great hotels to choose from at Travelocity — and it’s so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Windsor for you!

When is the best time to visit Windsor?

If you want the joy of a fun-filled trip in peak season, visit Windsor during January, August and November. If you’d prefer the peace of off-season, book a stay during quieter months, such as April, May and October.

When is the cheapest time to stay in Windsor?

Based on historic data is usually the cheapest month to visit Windsor. However, we have incredible deals all year round, so we’re confident you’ll find a room in your budget whenever you choose to travel.

Are there any great family-friendly hotels in Windsor?

There are multiple hotels in Windsor that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We’ve got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Windsor. We have plenty of kid-friendly hotels in Windsor to choose from on Travelocity!

Why book a hotel in Windsor through Travelocity?

Because we have the top hotels in Windsor! We want to help you travel more and worry less. That’s why we’ve put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you’re getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!

How do I cancel my hotel booking in Windsor on Travelocity?

Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Windsor hotel reviews by fellow wanderers