Woodstock, VT Vacation Packages
Just 15 minutes from the border with New Hampshire, the small Vermont village of Woodstock has been described many times over as the `quintessential New England village`, and once you get here, you`ll see why. Once you enter the middle of town, you`ll pass through a covered bridge, a symbol for the town and a popular tourist site. Then, once you get situated, you will have a chance to admire the buildings on the village green, which are beautifully-restored Georgian, Federal Style and Greek Revival homes.
Best Woodstock, VT Vacation Packages:
Boston - Concord - Woodstock - Manchester (Self Drive)
6 nights from $1,486*
Self-drive packages through Massachusetts, New Hampshire and Vermont are a popular option for more experienced travelers, those looking to get off the beaten path and take their own time. Combine Boston (One of the oldest and populous cities of Massachusetts, famous for its baked beans and the Boston Marathon), Concord, Woodstock and Manchester (A town in southern Vermont and a true all season destination with an upscale outlet shopping).
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.
Other Woodstock, VT Vacation Packages:
-
13 nights from $2,189*More details› -
More details›
-
More details›
Rolling green hills, fall foliage, mountain landscapes and colonial towns, you will discover with this Self-Drive package across New England States. In Massachusetts, visit Boston (one of the oldest and populous cities of Massachusetts, famous for its baked beans and the Boston Marathon). Then, continue to Maine State and enjoy pleasant moments in Portland (small vibrant city with narrow cobblestone streets and redbrick warehouse buildings) and Camden. An unforgettable breathtaking mountain view you will find at the White Mountain National Park in the Granite State, while; the multicolor contrast in Vermont State; with those maples trees of Woodstock and the spectacular hiking trails of The Green Mountain will be an unforgettable show for your eyes!. Entrance to national parks is not included. Plan your visit according to your schedule and be sure to check each park's operating hours.
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.
Pick Up Car: Boston Downtown; Drop Off: Albany Airport
Driving Time
Boston - Portland: 1 hr. 50 mins. approx.
Portland - Camden: 1 hr. 45 mins. approx.
Camden - White Mountains National Park area: 3 hrs. 25 mins. approx.
White Mountains National Park - Woodstock: 2 hrs. 15 mins. approx.
Woodstock - Green Mountains area: 2 hrs. 10 mins. approx.
Green Mountains - Albany, NY Airport: 4 hrs. approx.
Close more details
With this vacation package you will visit exciting cities in Vermont. Combine Stowe (Also known as'The Ski Capital of the East' and is home of a ski facility with terrain on Mount Mansfield and Spruce Peak.), Woodstock and Green Mountains (trails that traverse the mountains, offering hikers spectacular views and a passage to the Appalachian Trail); with a rental car.
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.
Driving Time
Burlington VT- Stowe: 43 min. approx.
Stowe - Woodstock: 11 mins approx.
Woodstock- Green Mountains: 56 mins approx.
Green Mountains - Albany: 4 hr 2 mins approx.
Close more details
Get close to amazing natural wonders and delight yourself with dreaming landscapes and charming cities across New England States and the fantastic Empire State. With a Rental Car, combine and visit; Boston (the capital Massachusetts; home of the Boston Red Sox's and New England Patriots) in Massachusetts; then, enjoy the fantastic views at The White Mountain National Park, in The Granite State. After that, drive and enjoy the colorful fails foliage, and charming scenery of Woodstock in Vermont; before to ends this trip exploring Albany and venture to the diverse way to see the falls at the Niagara Falls (by rainbow air helicopter, jet boat or rails). Entrance to national parks is not included. Plan your visit according to your schedule and be sure to check each park's operating hours.
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.
Driving Time
Boston - White Mountains National Park: 2 hrs. 15 mins. approx.
White Mountains National Park - Woodstock: 1 hr. 10 mins. approx.
Woodstock - Albany: 2 hrs. 35 mins. approx.
Albany - Niagara Falls: 4 hrs. 35 mins.
Niagara Falls - Buffalo-Niagara Falls Airport: 35 mins. approx.
Close more details
Woodstock
Hotels and Activities
SUGGESTED Woodstock, VT VACATION PACKAGES:
USA Customer Reviews
-
Overall, my experience, the trip masters was good, but but I had a problem you couldn’t help. The reason I say this is that we had a problem with a ho ...Traveled on:9/24/2026
-
The hotel in Washington DC was very small and the bathroom offered little space and privacy. However, the hotel was eccentric and had fun decorations. ...Traveled on:8/24/2026
-
You guys are great! Keep being awesome ...Traveled on:6/12/2026
-
It was an excellent trip ...Traveled on:6/5/2026
-
I liked the car rental, hotels, flights, and locations. It was quite an adventure! It would have been nice to know of the one-way car rental fee more ...Traveled on:3/29/2026
Cities in United States
- Alamosa
-
close XAlamosa
- New York City, NY
-
close XNew York City, NY<strong>New York City</strong>, the Big Apple, is the USA's largest city. Founded as New Amsterdam, the capital of New Netherland, it became the most important city in the English colonies, and the USA`s first capital. New York City is the world capital of finance, media, and culture, and is perhaps the world`s most diverse city, where over 800 languages are spoken. There are so many layers to the city that never sleeps...you'll have to come back again and again to experience all of them. <br/> <br/> Visit and vibe with the Central Park, Statue of Liberty, Empire State Building, Times Square, Museum of Modern Art (MoMA), Metropolitan Museum of Art, Brooklyn Bridge, Rockefeller Center, The High Line, Grand Central Station, One World Trade Center, Fifth Avenue, Broadway, and so much more!
- Los Angeles, CA
-
close XLos Angeles, CA<b>Los Angeles</b> is a sprawling Southern California city and the center of the nations film and television industry. Near its iconic Hollywood sign, studios such as Paramount Pictures, Universal and Warner Brothers offer behind-the-scenes tours. On Hollywood Boulevard, TCL Chinese Theatre displays celebrities' hand- and footprints, the Walk of Fame honors thousands of luminaries and vendors sell maps to stars homes. <br/> <br/> Explore the Peterson Automotive, Natural History Museum, OUE Skyspace Building, Point Dume Hiking Trail, Hollywood Walk of Fame, Disneyland, The Getty Museum, Rodeo Drive, Santa Monica Pier, Venice Boardwalk, Sunset Strip, and so much more!
- more cities ►