1830 Shire Town Inn (circa 1830) 31 South Street, Woodstock, VT 05091, 802-457-1830, Listed on the National Register, this historic farmhouse offers three distinctive guestrooms with private baths. Cuddle in front of the fireplace and enjoy games, cards, and puzzles. A hearty Vermont breakfast is served in the dining room. 

Applebutter Inn (circa 1854) Happy Valley Road, Woodstock, VT 05091, 802-457-4158, This Federal gabled house is listed on the National Historic Registry. Offering six guest rooms with private baths. A bountiful breakfast is served in the sunny breakfast room .

Ardmore Inn (circa 1867) 23 Pleasant Street, Woodstock, VT 05091, 802-457-3887, This meticulously restored Victorian-Greek Revival home offers five elegantly appointed rooms with private marble baths, oriental rugs, and antiques. Afternoon refreshments and a full breakfast is served. 

Bailey's Mills Bed & Breakfast (circa 1820) 1347 Bailey's Mills Road, Woodstock, VT 05062, 10 Miles South of Woodstock in Reading, 802-484-7809, Bailey's Mills overlooks a quaint cemetery. Offering three guest rooms with private baths. Includes full breakfast plus afternoon and evening refreshments.

Canterbury House Bed & Breakfast (circa 1889) 43 Pleasant Street, Woodstock, VT 05091, 802-457-3077, A Victorian townhouse restored to offer modern comfort and convenience. Seven guest rooms with private baths are within walking distance of the village green. A full breakfast is served.  

Carriage House of Woodstock 455 Woodstock Road, Woodstock, VT 05091, 802-457-4322, Comfortable accommodations in a recently renovated 1865 Victorian located 1 mile west of the village of Woodstock. The inn has been lovingly decorated with your comfort and enjoyment in mind, from the spacious parlor with a cozy fire to the wraparound porch to each uniquely decorated guest room. Join them for an afternoon sweet treat in the kitchen. Eat a sumptuous breakfast and meet new friends in our dining room.

Charleston House (circa 1835) 21 Pleasant Street, Woodstock, VT 05091, 802-457-3843, This Greek Revival house is furnished with antiques and offers nine rooms with private baths, some with fireplaces and Jacuzzis. Serving candlelit breakfasts and afternoon refreshments. 

Deer Brook Inn (circa 1820's) 535 Woodstock Road, Woodstock, VT 05091, 802-672-3713, This historic farmhouse surrounded by spacious lawns and gardens offers five guestrooms with full private baths. Start your day with a delicious full breakfast. 

Farmhouse Inn at Robinson Farm 543 Woodstock Road, Woodstock, VT 05091, 802-672-5433, Farmhouse Inn is a 13-acre property that is listed with the Vermont Register of Historic Places. Enjoy a memorable stay with comfortable beds, private baths, spectacular views that include the Ottaquechee River and complimentary country breakfasts.

Greystone Bed & Breakfast (circa 1830) Route 106 South, Woodstock, VT 05071, Located in Nearby Hammondsville, 802-484-7200, Greystone is a comfortably elegant stone house furnished with antiques in a pastoral location. Offering four rooms and a full country breakfast.

Grist Mill House (circa 1750's) Route 106 South, Woodstock, VT 05071, 802-457-3326, Listed on the National Register of Historical Places, this home features three guest rooms. A full, fabulous breakfast is served daily.

Inn at Clearwater Pond 984 Quechee-Hartland Road, Quechee, VT 05059, 802-295-0606, 888-918-4466, Inn at Clearwater Pond is a beautiful gentleman's farm and inn catering to the discerning traveler and family visits. Available accommodations include two guest rooms, two suites and a cottage all featuring large private baths, cable television, wireless Internet access and more. Amenities include a breakfast each morning, swimming pool, fitness center and a game room. more... 

Jackson House Inn (circa 1890) 114-3 Senior Lane, Woodstock, VT 05091, 802-457-2065, Located on five acres of landscaped gardens with a private pond, this Victorian mansion, on the National Register of Historic Places, offers 15 rooms and suites. Serving a full gourmet breakfast and evening hors d'oeuvres with wine or champagne.

Juniper Hill Inn Bed and Breakfast (circa 1902) 153 Pembroke Road, Woodstock, VT 05089, Located Less Than 15 Miles South-Southeast, 802-674-5273, Juniper Hill Inn is a historic 28-room Vermont bed and breakfast which has been restored and is listed on the National Register of Historic Places. Situated in Windsor, a village sitting on the banks of the Connecticut River, Juniper Hill Inn is just a short drive from Woodstock, Dartmouth College in Hanover, New Hampshire, Quechee Gorge, Okemo Ski Resort, Ascutney Mountain, and Lake Runnemede. Each of the 16 guest rooms is individually decorated with period wallpapers, four poster or canopy beds, and antiques. Many of the rooms offer working fireplaces, private balconies, and antique, claw-footed soaking tubs. Its on-site gourmet eatery, Madelyn’s Restaurant, is well-known for its upscale cuisine, prepared using only the freshest New England ingredients. Juniper Hill Inn is a perfect spot for an intimate wedding.

Kedron Valley Inn (circa early 1800's) Route 106, Woodstock, VT 05071, 802-457-1473, The inn offers twenty-seven rooms and a cottage, all with private baths. Several rooms have private decks or terraces, as well as wood-burning fireplaces. The celebration suites have Jacuzzis. A full breakfast is served. Located on the property, you will find a full-service restaurant and for the lighter side a tavern is also on property.

Lincoln Inn at the Covered Bridge 530 Woodstock Road, Woodstock, VT 05091, Route 4 West, 802-457-3312, A lovingly-restored Victorian farmhouse. Choose from six guest rooms, each with a private bath. Enjoy a hearty country breakfast, included in your stay.

Maple Leaf Inn 5890 Vermont Route 12, Woodstock, VT 05031, Located in Nearby Barnard, 802-234-5342, Situated on 16 acres, this Victorian-style farmhouse offers seven guestrooms with private baths. A homemade breakfast is included with your stay.

October Country Inn Bed and Breakfast 362 Upper Road; P.O. Box 66, Woodstock, VT 05035, Located in Bridgewater Corners, 802-672-3412, October Country Inn Bed and Breakfast is a Select Registry New England property found between Killington and Woodstock, Vermont. Most of the ten guest accommodations of this country bed and breakfast inn feature the original farmhouse wide-plank pine floors. A full hearty country breakfast, served family-style, is offered.

Pond House, The Shattuck Hill Road, Woodstock, VT 05089, Located 13 Miles South of Woodstock, 802-484-0011, In the heart of Vermont horse country on ten stone-walled acres. Accommodations include three guest rooms with private marble baths. A full breakfast is included in your stay

Village Inn of Woodstock (circa 1899) 41 Pleasant Street, Woodstock, VT 05091, 802-457-1255, This Victorian mansion offers seven romantic guest rooms furnished with period antiques., all with private baths. Serving a gourmet breakfast with optional mimosas. 

Woodbridge Inn (circa 1870) 546 Woodstock Road, Woodstock, VT 05091, 802-672-1800, Set atop the banks of the historic Ottauquechee River and surrounded by the beautiful Green Mountains. Choose from five guestrooms, all with private baths. A full gourmet breakfast is served.

Woodstocker Inn (circa 1830) 61 River Street, Woodstock, VT 05091, 802-457-3896, This charming Cape-style home offers eight comfortable rooms, and one suite all with private baths. Each room has been recently remodeled. Enjoy a bountiful breakfast using organic ingredients.  

Woodstock, VT,Vacation Rentals By Owner on VRBO® Renting a private vacation home offers the affordability, exceptional value, and personal attention that you deserve. Most private vacation homes offer considerably more space than you will find in the typical hotel room often at a reduced cost. Now, families can vacation together and still have room to breathe. View their list of vacation rentals now...

HomeAway Vacation Rentals in Woodstock, VT Forget ordinary hotel rooms! Finding the perfect vacation getaway in Woodstock, VT is easy on HomeAway.com. Choose from 75,000 homes, condos, guesthouses, cottages, and cabins worldwide, and inquire directly with property owners through the site. HomeAway.com vacation rentals offer a unique local experience, often less expensive and more spacious than hotel rooms.

Rentalo.com saves you time! Click to inquire & compare offers from Vacation Rentals, Hotels, and Bed & Breakfasts in Woodstock, VT. Find the best deals on short term accommodations using this award-winning, traveler-tested website. Browse our extensive inventory offering leisure and business travelers a wide variety of lodging options; from a budget studio to a luxury villa on a private island, from a small boutique hotel or bed and breakfast to a 5 star resort. Find the perfect place to stay for every occasion including family vacations, romantic getaways, business trips, ski, beach or golf vacations.

forGetaway Woodstock, VT Vacation Rentals forGetaway.com is here to help you find the perfect vacation rental for your upcoming travel. Choose from more than 75,000 locations worldwide. Discover your ideal vacation rental home, condo, cabin, beach home, lake home or ski villa on forgetaway.com owned & operated by The Weather Channel. Book a vacation rental today.

Woodstock, VT, Vacation Rentals on Vacation Rentals.com Are you still making hotel reservations? At VacationRentals.com, you can completely customize your next vacation! No matter what destination or property type or number of bedrooms you’re looking for, you can find a vacation rental that will suit the needs of you and your fellow travelers, and often for prices much more affordable than a hotel. So what are you waiting for? Your dream vacation can easily become a reality by going to VacationRentals.com and booking the property of your choice.

Lakeshore House (circa 1857) North Road, Woodstock, VT 05091, Located in Nearby Barnard, 802-234-5547, This beautifully restored 18th century house is nestled at the western end of Silver Lake. Swim in the lake, canoe, lounge on the spacious decks, or take a hike on one of the numerous trails. Two fully furnished two bedroom apartments are available to rent on a daily or weekly basis.

Woodstock Inn & Resort (circa 1792) 14 The Green, Woodstock, VT 05091, 802-457-1100, 800-448-7900, Founded by Laurance S. Rockefeller, Woodstock Inn offers Four Diamond lodgings, four restaurants including the exquisite Four Diamond rated Dining Room, and world-class amenities such as golf, tennis, a health and fitness center, spa services, and both Alpine and Nordic skiing. Features 142 elegant guest rooms and suites with private baths, charming touches, and some fireplaces. Eight separate meeting spaces are available to accommodate groups from 12 to 300.  

Braeside Motel 432 Woodstock Road, Woodstock, VT 05091, 802-457-1366, Their immaculate, 12-room motel is set on a quiet hillside only one mile from Woodstock's historic downtown. All rooms have private entrances, full baths, and access to the inground pool.

Fairlee Motel & Drive-In Theatre (circa 1950) 1809 Route 5 North, Woodstock, VT 05045, Located in Nearby Fairlee, 802-333-9192, One of only two drive-in movie theaters in the country with a motel on the premises, they offer the truly unique experience of watching the movie from the comfort of a motel room. All 12 motel units have in-room speakers and picture windows with a great view of the screen.

Farmbrook Motel 706 Route 100 A, Woodstock, VT 05056, Located in Nearby Plymouth, 802-672-3621, Their unique setting directly over a clear mountain stream on a quiet Vermont country road assures a great night's sleep. Offering 12 comfortable, individually decorated rooms, all with private baths, air conditioning, color TV, and individual heat. Some rooms have balconies and there are two kitchenette units.

Ottauquechee Motor Lodge 529 Woodstock Road, Woodstock, VT 05091, 802-672-3404, Located on the Ottauquechee River, the rooms are furnished with king size or double beds, cable TV, A/C, private baths, in-room coffee, phones and refrigerator.

Pond Ridge Motel & Apartments 506 Route 4 West, Woodstock, VT 05091, 802-457-1667, Set on six and one-half acres with private frontage on the beautiful Ottauquechee River. Choose from motel rooms which offer in room coffee , or stay in one of our house keeping units. Property features swimming and fishing,

Shire Motel, The 46 Pleasant Street, Woodstock, VT 05091, 802-457-2211, Overlooking a fantastic view of the Ottaquechee River, the Marsh-Billings-Rockefeller National Park and the rolling hills beyond. The Shire has 42 immaculate New England styled rooms and suites, some with in-room fireplaces and Jacuzzis. Rooms have full baths, refrigerators, and dataports.