Deals on vacations and trips to West Woodstock

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West Woodstock flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain

2.5 out of 5
per person
Jul 14 - Jul 18
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Rutland (RUT)
This motel features a restaurant, an outdoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a garden, and a lobby fireplace are also on offer.
Chateau Rooms

Chateau Rooms

4.5 out of 5
per person
Jul 24 - Jul 27
found 8 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
This smoke-free guesthouse features a full-service spa and a restaurant. A convenience store and wedding services are also provided.
Golden Stage Inn B&B

Golden Stage Inn B&B

3.5 out of 5
per person
Jul 8 - Jul 15
found 14 hours ago
Roundtrip flight included
Washington (IAD) to Rutland (RUT)
A seasonal outdoor pool, free self parking, and concierge services are featured at this bed & breakfast. Guests will appreciate free perks like full breakfast and WiFi in public areas. A garden and a picnic area are also provided.
Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
per person
Jul 14 - Jul 18
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Rutland (RUT)
A private beach and a restaurant are featured at this smoke-free lodge. Enjoy the seasonal outdoor pool and perks like free self parking. There's a bar/lounge on site, and a terrace and barbecue grills are also provided.
The Vermont Inn

The Vermont Inn

3 out of 5
per person
Jul 8 - Jul 15
found 14 hours ago
Roundtrip flight included
Washington (IAD) to Rutland (RUT)
This bed & breakfast features a 24-hour gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the picnic area. Enjoy the sauna and perks like free self parking and free WiFi.

Top West Woodstock hotels deals

On The River Inn

On The River Inn

4 out of 5
1653 West Woodstock Road, Woodstock, VT
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This hotel features an indoor pool, a hot tub, and a restaurant. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym and perks like free self parking and free WiFi.
Pool
Hot Tub
The Jackson

The Jackson

4 out of 5
43 Senior Lane, Woodstock, VT
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This bed & breakfast doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.
Parking included
Free WiFi
Lincoln Inn & Gallery

Lincoln Inn & Gallery

3 out of 5
2709 West Woodstock Rd, Woodstock, VT
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This inn features free self parking and free WiFi in public areas. Enjoy the free self-serve breakfast each morning. A fireplace in the lobby and a picnic area are also provided.
Breakfast included
Parking included
Classic, cozy farmhouse in the 4 season playground of VT's prettiest town!

Classic, cozy farmhouse in the 4 season playground of VT's prettiest town!

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This farm stay features a garden, laundry facilities, and barbecue grills.
Pet friendly
Free WiFi
Align Inn Vermont

Align Inn Vermont

2.5 out of 5
5817 Woodstock Rd, Quechee, VT
Free Cancellation
Reserve now, pay when you stay
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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.
Pool
Breakfast included
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd, Killington, VT
Free Cancellation
Reserve now, pay when you stay
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This hotel features a 24-hour gym and a hot 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
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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.

Popular places to visit

Ottaquechee River

Explore the great outdoors at Ottaquechee River and enjoy the mountain views during your trip to Woodstock. Amble around this quaint area's riverfront, or seek out the ski slopes.

Ottaquechee River

Union Arena Community Center

Enjoy an outing to Union Arena Community Center during your stay in Woodstock. Stroll along the riverfront or discover the mountain views in this quaint area.

Union Arena Community Center

Five Elm Arches

Learn about the local history of Woodstock when you take a trip to Five Elm Arches. While in this relaxing area, you can savor the top-notch restaurants.

Five Elm Arches

Frequently asked questions

How much are vacation packages to West Woodstock?
You can find a fantastic flight and hotel bundle for an affordable $491. With a Travelocity vacation package, an escape to West Woodstock has never looked so good! Save both time and money and then start packing that suitcase.
How long should my West Woodstock vacation be?
If you’re looking for some guidance, most travelers spend approximately 3 nights vacationing in West Woodstock. But to uncover the true spirit of this destination, stay a few extra nights. That way you can get to more attractions and really take in the local vibe.
Where can I get the best vacation package deals for West Woodstock?
Check out Travelocity. With access to 400 air carriers and an incredible 1,000,000 hotels all over the world, selecting the perfect West Woodstock package deal couldn’t be simpler.
Why should I purchase my West Woodstock vacation package via Travelocity?
By booking your flights, hotel, car rental and activities all in one place, you’ll save big bucks as well as precious time. We offer a professional customer service support team available round-the-clock, and you’ll know that you’ll always be getting the best deal in town with our Price Match Guarantee. So, what are you waiting for? Book that dream vacation today and start packing!
Can I save money on my West Woodstock car rental if I book it with my hotel or flight?
With a West Woodstock vacation package, you can bundle your car, flight and hotel bookings and save some serious money. If you can’t wait to see the best of this impressive area, why not head to Fenway Park? This top sight is 110 mi from West Woodstock. With your own set of wheels, you’ll be there in a jiffy.
Which airport is best for West Woodstock?
Lebanon Municipal Airport (LEB), 12 mi east of the city center, is where many people begin their adventures in West Woodstock. That said, Rutland Southern Vermont Regional Airport (RUT) (20 mi away from central West Woodstock) could work better for you.
What is there to do in West Woodstock?
You’ll find some excellent photo opportunities at Union Arena Community Center, one of the most visited attractions in West Woodstock. There’s a whole lot more to discover in this exciting destination, so make sure you have enough time to visit some of its off-the-beaten-path gems.
Where should I stay when visiting West Woodstock?
If you’re looking for someplace comfortable to spend your nights, consider the The Lincoln Inn And Restaurant At The Covered Bridge. It’s the top pick for many travelers.

Photos of local treasures

Browse West Woodstock vacation photos for more inspiration