Family Friendly Hotels in Windsor County

With a stay at Jackson Gore Village in Ludlow (Jackson Gore Base Area), you'll be within a 15-minute walk of Okemo Mountain Resort and Jackson Gore Parking. This family-friendly hotel is 18.8 mi (30.2 km) from Killington Resort and 0.3 mi (0.4 km) from The Ice House Ice Skating. Relax at the full-service spa, where you can enjoy massages and facials. You're sure to appreciate the convenience of ski-in/ski-out access at this hotel, which also features an outdoor pool and an indoor pool. Additional features at this hotel include complimentary wireless internet access, concierge services, and an arcade/game room. The complimentary ski shuttle makes getting to the slopes a breeze. Satisfy your appetite at Coleman Brook Tavern, one of the hotel's 2 restaurants. Quench your thirst with your favorite drink at the bar/lounge. Cooked-to-order breakfasts are served on weekdays from 8:00 AM to 10:00 AM for a fee. Featured amenities include a business center, dry cleaning/laundry services, and a 24-hour front desk. Event facilities at this hotel consist of a conference center and a meeting room. Free valet parking is available onsite. Make yourself at home in one of the 200 individually decorated guestrooms, featuring DVD players and flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms with shower/tub combinations feature deep soaking bathtubs and complimentary toiletries. Conveniences include phones, as well as safes and washers/dryers.

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 13 mi (20.9 km) from Killington Resort and 1.2 mi (1.9 km) from Ottaquechee River. 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. Enjoy a satisfying meal at 506 Bistro and Lounge serving guests of On The River Inn. Quench your thirst with your favorite drink at the bar/lounge. Featured amenities include complimentary wired internet access, a 24-hour front desk, and a library. 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. Make yourself at home in one of the 45 individually decorated guestrooms, featuring microwaves and LCD televisions. Your pillowtop bed comes with premium bedding. Complimentary wired and wireless internet access keeps you connected, and cable programming provides entertainment. Private bathrooms with shower/tub combinations feature complimentary toiletries and hair dryers.

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.