Hotels in Windsor
Showing 111 hotels in Windsor
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Holiday Inn Club Vacations MOUNT ASCUTNEY RESORT by IHG
When you think of vacationing in Vermont, your mind might go to romantic getaways and extreme winter sports. While those are true, families will also find that Vermont is a great place to spend time together sledding, hiking, apple picking and even having a few snowball fights.
Located in Brownsville, our Mount Ascutney Resort is a mountainside retreat, perfect for both couples’ getaways and outdoor family vacations. The resort features a farm-to-table restaurant, indoor and outdoor pools, an arcade and tennis courts. For beautiful views of the Green Mountain state, head to the tippy top of Mt. Ascutney State Park or hit the slopes at Mt. Sunapee or Killington. Or go rafting, kayaking and hiking to see the area’s gorgeous fall foliage.
In between mountain adventures, discover the quaint towns of Quechee and Windsor, play a round of golf at a nearby course, or check out some of Vermont’s hot spots, like Harpoon Brewery, Quechee Gorge, Simon Pearce restaurant and glassblowers, Billings Farm and Museum, Sugarbush Farm and more.
Our mountain resort in Mt. Ascutney features spacious one-, two- and three-bedroom villas, some with two stories, from 970 to 1,600 square feet. Families love the spacious living room, full-sized kitchen and convenient laundry facilities on property.
Please note there is a resort fee that includes a variety of onsite amenities.
See details“Great deal”
Deer Brook Inn
Deer Brook Inn Location
When you stay at Deer Brook Inn in Woodstock, you'll be within a 10-minute drive of Long Trail Brewing Company and Union Arena Community Center. This bed & breakfast is 7.2 mi (11.7 km) from Green Mountain National Forest and 10.1 mi (16.2 km) from Killington Resort.
Deer Brook Inn Rooms
Make yourself at home in one of the 5 guestrooms. Complimentary wireless internet access is available to keep you connected. Bathrooms feature bathtubs or showers, complimentary toiletries, and hair dryers.
See detailsWhen you stay at Deer Brook Inn in Woodstock, you'll be within a 10-minute drive of Long Trail Brewing Company and Union Arena Community Center. This bed & breakfast is 7.2 mi (11.7 km) from Green Mountain National Forest and 10.1 mi (16.2 km) from Killington Resort.
Deer Brook Inn Rooms
Make yourself at home in one of the 5 guestrooms. Complimentary wireless internet access is available to keep you connected. Bathrooms feature bathtubs or showers, complimentary toiletries, and hair dryers.
Kedron Valley Inn
On the River Inn
Property Location
Located in Woodstock (West Woodstock), On The River Inn is within a 5-minute drive of Union Arena Community Center and Five Elm Arches. This family-friendly hotel is 12.9 mi (20.8 km) from Killington Resort and 1.2 mi (1.9 km) from Ottaquechee River.
Area Attraction
Distances are displayed to the nearest 0.1 mile and kilometer.
Union Arena Community Center - 0.8 km / 0.5 mi
Five Elm Arches - 1.9 km / 1.2 mi
Ottaquechee River - 2.2 km / 1.4 mi
Marsh-Billings-Rockefeller National Historical Park - 2.6 km / 1.6 mi
Woodstock Town Hall Theatre - 3.1 km / 1.9 mi
VINS Nature Center - 3.1 km / 1.9 mi
Vermont Institute of Natural Science - 3.1 km / 1.9 mi
Middle Covered Bridge - 3.2 km / 2 mi
Red Wagon Toy Company - 3.5 km / 2.2 mi
Dana House Museum - 3.5 km / 2.2 mi
Billings Park and Trail - 3.8 km / 2.4 mi
Mt Ascutney Hospital and Health Center Primary Care - Woodstock - 3.9 km / 2.4 mi
Ottauquechee Health Center - 3.9 km / 2.4 mi
Billings Farm and Museum - 4.3 km / 2.7 mi
Mount Tom Peak - 4.4 km / 2.7 mi
The nearest airports are:
Lebanon, NH (LEB-Lebanon Municipal) - 27.2 km / 16.9 mi
Springfield, VT (VSF-Hartness State) - 38.9 km / 24.1 mi
Rutland, VT (RUT-Rutland Southern Vermont Regional) - 56.8 km / 35.3 mi
Burlington Intl. Airport (BTV) - 138.8 km / 86.2 mi
The preferred airport for On The River Inn is Burlington Intl. Airport (BTV).
Rec, Spa, Premium Amenities
Enjoy a range of recreational amenities, including an indoor pool, a hot tub, and a sauna. Additional amenities at this hotel include complimentary wireless internet access, an arcade/game room, and a picnic area.
Business, Other Amenities
Featured amenities include a 24-hour front desk, a library, and an elevator. Planning an event in Woodstock? This hotel has 10000 square feet (929 square meters) of space consisting of a conference center and a meeting room. Free self parking is available onsite.
Franklyn Farm Inn
Jackson Gore Village, A Vail Resorts Property
Located at the base of Jackson Gore this property includes the Jackson Gore Inn, Adams and Bixby Houses. Our newest properties on the mountain, these rooms offer the widest variety of on-site amenities. All three properties boast the charm and convenience of a country inn with the convenience of hotel services. While families with young children and guests who enjoy quick access to the pools might find the original Inn their first choice, those looking for a little more privacy and space may enjoy the Adams House, or even the more upscale Bixby House. Check-in begins at 5:00 PM at our 24-hour front desk at Jackson Gore, located at 111 Jackson Gore Road, Ludlow VT 05149.
Dining options at Jackson Gore:
Coleman Brook Tavern
Breakfast (à la carte): Daily 7:30 AM – 10:30 AM
Lunch: Saturday & Sunday 11:30 AM – 3:00 PM
Dinner: Thursday – Monday 5:00 PM – 9:00 PM
Lobby Bar
Thurs, Fri, Mon: 4:00 PM – Close
Sat & Sun: 11:30 AM – Close
Reservations are recommended, call (802) 228-1435.
Summit Café
Sat & Sun: 10:00 AM – 4:30 PM
Starting 07/02: Thurs – Sun 10:00 AM – 4:30 PM
Trailside Munchies
Sat & Sun: 11:00 AM – 5:00 PM
Starting 06/26: Open until 8:00 PM (Friday music series)
Starting 07/02: Thurs – Sun 11:00 AM – 5:00 PM
See detailsOkemo Trailside 08E
Cedarbrook Junior Suite 21921
119 Cedarbrook Hotel Room
Align Inn Vermont (ex Quality Inn At Quechee Gorge)
Located in Quechee, Vermont, the Align Inn Vermont offers a comfortable stay with complimentary wireless internet access. Guests can enjoy recreational amenities including an indoor pool, a fitness center, and bicycles to rent. The hotel features a fireplace in the lobby, a picnic area, a 24-hour front desk, a 24-hour business center, and laundry facilities. A complimentary continental breakfast is served daily from 6:00 AM to 10:00 AM. Free self-parking is available. The 36 guestrooms include microwaves, LCD televisions with cable programming, desks, coffee/tea makers, phones with free local calls, and private bathrooms with shower/tub combinations, complimentary toiletries, and hair dryers. The hotel is situated near Quechee Gorge Village, Quechee Gorge Bridge and Quechee State Park. Lebanon Municipal Airport is the closest airport. Additional amenities include free 24-hour coffee and tea in the lobby.
See detailsCasa Okemo
The rooms feature (a) TV, refrigerator, and coffee tea maker. The en suite bathroom comes with (a) bathtub, free toiletries, and hair dryer.
Cedarbrook Two bedroom Suite 10708
The Norwich Inn
“Great deal”
The Woodstocker B&B
Mountain Lodge At Okemo-1br Fireplace & Updated Kitchen 1 Bedroom Condo by RedAwning
Mountain Lodge At Okemo-1br Fireplace & Updated Kitchen 1 Bedroom Condo by RedAwning Location
With a stay at this vacation home in Ludlow (Clock Tower Base Area), you'll be steps from Okemo Mountain Resort and Ski School Carpet. This golf vacation home is 10.9 mi (17.5 km) from Green Mountain National Forest and 0.1 mi (0.1 km) from Ski School Slope.
Mountain Lodge At Okemo-1br Fireplace & Updated Kitchen 1 Bedroom Condo by RedAwning Facility and Service
Practice your swing on the golf course and enjoy other recreational amenities, such as an indoor pool and a fitness center.
Mountain Lodge At Okemo-1br Fireplace & Updated Kitchen 1 Bedroom Condo by RedAwning Rooms
Make yourself comfortable in your vacation home. Complimentary wireless internet access is available to keep you connected. The bathroom has a bathtub or shower.Conveniences include a coffee/tea maker and a ceiling fan.
See detailsWith a stay at this vacation home in Ludlow (Clock Tower Base Area), you'll be steps from Okemo Mountain Resort and Ski School Carpet. This golf vacation home is 10.9 mi (17.5 km) from Green Mountain National Forest and 0.1 mi (0.1 km) from Ski School Slope.
Mountain Lodge At Okemo-1br Fireplace & Updated Kitchen 1 Bedroom Condo by RedAwning Facility and Service
Practice your swing on the golf course and enjoy other recreational amenities, such as an indoor pool and a fitness center.
Mountain Lodge At Okemo-1br Fireplace & Updated Kitchen 1 Bedroom Condo by RedAwning Rooms
Make yourself comfortable in your vacation home. Complimentary wireless internet access is available to keep you connected. The bathroom has a bathtub or shower.Conveniences include a coffee/tea maker and a ceiling fan.
Modern & Updated Winterplace 3br- Sleeps 12 3 Bedroom Condo by RedAwning
Modern & Updated Winterplace 3br- Sleeps 12 3 Bedroom Condo by RedAwning Location
With a stay at this condo in Ludlow (Okemo Village), you'll be steps from Okemo Mountain Resort and 9 minutes by foot from Solitude Express Ski Lift. This golf condo is 11.9 mi (19.2 km) from Green Mountain National Forest and 1 mi (1.5 km) from Quantum Ski Lift.
Modern & Updated Winterplace 3br- Sleeps 12 3 Bedroom Condo by RedAwning Facility and Service
Enjoy the recreation opportunities such as an outdoor tennis court or make use of other amenities including barbecue grills.
Modern & Updated Winterplace 3br- Sleeps 12 3 Bedroom Condo by RedAwning Rooms
Make yourself comfortable in your condo. Complimentary wireless internet access is available to keep you connected. The bathroom has a bathtub or shower.Conveniences include a coffee/tea maker and a washing machine.
See detailsWith a stay at this condo in Ludlow (Okemo Village), you'll be steps from Okemo Mountain Resort and 9 minutes by foot from Solitude Express Ski Lift. This golf condo is 11.9 mi (19.2 km) from Green Mountain National Forest and 1 mi (1.5 km) from Quantum Ski Lift.
Modern & Updated Winterplace 3br- Sleeps 12 3 Bedroom Condo by RedAwning Facility and Service
Enjoy the recreation opportunities such as an outdoor tennis court or make use of other amenities including barbecue grills.
Modern & Updated Winterplace 3br- Sleeps 12 3 Bedroom Condo by RedAwning Rooms
Make yourself comfortable in your condo. Complimentary wireless internet access is available to keep you connected. The bathroom has a bathtub or shower.Conveniences include a coffee/tea maker and a washing machine.
Windsor Mansion Inn
Windsor Mansion Inn Location
When you stay at Windsor Mansion Inn in Windsor, you'll be in a regional park, within a 5-minute drive of American Precision Museum and Cornish-Windsor Covered Bridge. This bed & breakfast is 2.9 mi (4.7 km) from Harpoon Brewery and 4.4 mi (7 km) from Saint-Gaudens National Historic Site.
Windsor Mansion Inn Facility and Service
Take in the views from a terrace and a garden and make use of amenities such as complimentary wireless internet access. Additional amenities at this Colonial bed & breakfast include wedding services, a fireplace in the lobby, and tour/ticket assistance.
Windsor Mansion Inn Rooms
Make yourself at home in one of the 17 individually decorated guestrooms. Your bed comes with down comforters and premium bedding. Complimentary wireless internet access is available to keep you connected. Private bathrooms with bathtubs or showers feature complimentary toiletries and hair dryers.
Restaurant and Cafe
Satisfy your appetite at the bed & breakfast's coffee shop/cafe. Wrap up your day with a drink at the bar/lounge. A complimentary continental breakfast is included.
See detailsWhen you stay at Windsor Mansion Inn in Windsor, you'll be in a regional park, within a 5-minute drive of American Precision Museum and Cornish-Windsor Covered Bridge. This bed & breakfast is 2.9 mi (4.7 km) from Harpoon Brewery and 4.4 mi (7 km) from Saint-Gaudens National Historic Site.
Windsor Mansion Inn Facility and Service
Take in the views from a terrace and a garden and make use of amenities such as complimentary wireless internet access. Additional amenities at this Colonial bed & breakfast include wedding services, a fireplace in the lobby, and tour/ticket assistance.
Windsor Mansion Inn Rooms
Make yourself at home in one of the 17 individually decorated guestrooms. Your bed comes with down comforters and premium bedding. Complimentary wireless internet access is available to keep you connected. Private bathrooms with bathtubs or showers feature complimentary toiletries and hair dryers.
Restaurant and Cafe
Satisfy your appetite at the bed & breakfast's coffee shop/cafe. Wrap up your day with a drink at the bar/lounge. A complimentary continental breakfast is included.
“Great deal”
Cedarbrook Junior Suite 21416
Lake Rescue Retreat
Inviting Vermont Home On Mount Ascutney!
Hotels in Windsor
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