West Woodstock Vacation Packages

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Top Holiday Package Deals in West Woodstock

Price found within the past 48 hours. Click for updated prices.
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
Price was CA $1,042, price is now CA $962 per person
CA $962
per person
Aug 19 - Aug 22
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
7.4/10 Good! (1,000 reviews)
Very nice bed with comfortable mattress

Reviewed on Jun 9, 2026

Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
Price was CA $1,231, price is now CA $1,129 per person
CA $1,129
per person
Aug 19 - Aug 22
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
9.4/10 Exceptional! (936 reviews)
Great place! Amazing sunsets and lots of activities to do and a wonderful place for families with kids

Reviewed on Jun 14, 2026

The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was CA $1,086, price is now CA $1,008 per person
CA $1,008
per person
Aug 19 - Aug 22
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
9.2/10 Wonderful! (1,000 reviews)
Clean, comfortable and great location. Plus they have a hotel dog on staff!

Reviewed on Jun 12, 2026

Align Inn Vermont

Align Inn Vermont

2.5 out of 5
Price was CA $1,169, price is now CA $1,124 per person
CA $1,124
per person
Aug 19 - Aug 22
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
9.4/10 Exceptional! (1,208 reviews)
An amazing facility with an amazing staff!

Reviewed on Jun 14, 2026

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3 out of 5
Price was CA $1,196, price is now CA $1,155 per person
CA $1,155
per person
Aug 19 - Aug 22
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
9/10 Wonderful! (62 reviews)
Very quiet location secluded and peaceful. Location is not identified, no road sign or driveway entrance address. I booked within 3 days of check-in, instructions did not get emailed until after check in time, host did answer phone when called but email was received 30 minutes later. It's a unique place, space is good, lots of amenities to cook and eat. Two bathrooms. Two showers. Lots of hot water and strong water pressure. Most of the unit is updated and modern. However it's tired, worn and dirty. The sofa was covered in dog hair, not just a little bit. It was all over our socks, clothing and floating around. The bathroom shower needed cleaning, walls needed wiping, carpet on stairs all stained and dirty. It you are used to hotels this will disappoint you.

Reviewed on May 10, 2026

West Woodstock Hotel Deals

On The River Inn

On The River Inn

4 out of 5
1653 West Woodstock Road Woodstock VT
The price is CA $263 per night from Jul 1 to Jul 2
CA $263
CA $313 total
Jul 1 - Jul 2
includes taxes & fees
9.4/10 Exceptional! (1,005 reviews)
"Beautiful place to stay"

Reviewed on Jun 12, 2026

On The River Inn
The Jackson

The Jackson

4 out of 5
43 Senior Lane Woodstock VT
The price is CA $220 per night from Jun 21 to Jun 22
CA $220
CA $242 total
Jun 21 - Jun 22
includes taxes & fees
9.6/10 Exceptional! (285 reviews)
"Wow! The Jackson is a gem. Such a peaceful, beautifully maintained, classic Vermont Inn. Both the Inn and the town of Woodstock brim with charm. The sitting parlors are inviting. My room on the 2nd floor was cozy. And the bed was awesome. Breakfast is not included in the lodging fee but was well ..."

Reviewed on Jun 14, 2026

The Jackson
Lincoln Inn & Gallery

Lincoln Inn & Gallery

3 out of 5
2709 West Woodstock Rd Woodstock VT
Fully refundableReserve now, pay when you stay
The price is CA $258 per night from Jun 21 to Jun 22
CA $258
CA $284 total
Jun 21 - Jun 22
includes taxes & fees
8.6/10 Excellent! (74 reviews)
"My primary complaint was the morning we checked out. Actually we just dropped the key in the basket. You would think with checkout at 10:00 the proprietor would be around to see us off at 9:30. Instead, he was nowhere to be found. The desk had a phone number to call which I did, and the cordless ..."

Reviewed on Jun 6, 2026

Lincoln Inn & Gallery
See all 2,535 properties in West Woodstock
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.
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Frequently asked questions

How much does a West Woodstock vacation package cost?
Handcraft your West Woodstock package from a low CA $962. Choose from any combination of rental cars, flights and hotels to craft the trip of your dreams. Remember to add on a few activities!
How do I get a cheap travel package to West Woodstock?
Lock in flights that suit your busy schedule, add a hotel room to your booking and watch the savings grow with a West Woodstock vacation package. It's as easy as that! From hotels and flights to activities and rental cars, Expedia is where your cheap vacation begins. And with more than 550 airlines and 1,000,000 properties all over the world to select from, you won't be short of choice.
Where should I stay in West Woodstock?
With popular attractions like Billings Farm and Museum and Marsh-Billings-Rockefeller National Historical Park in this neighborhood, see if you can find a hotel near either one. Woodstock Town Hall Theatre is another West Woodstock hot spot that pulls the crowds.
What are the top hotels in West Woodstock?
Get your trip off to an excellent start by reserving a room at 506 On the River Inn. It's one of most sought-after properties in West Woodstock. Another option is The Lincoln Inn And Restaurant At The Covered Bridge.
How far in advance should I book my West Woodstock vacation?
Reserving your tickets early with Expedia means one less thing to worry about. Most carriers advertise prices up to 12 months prior to take off. This is typically the cheapest time to book. If circumstances have left you booking late, discount prices to West Woodstock occasionally appear just a few weeks before departure.
What does an Expedia West Woodstock travel package include?
That depends entirely on you. You can select from a variety of West Woodstock bundles, such as a hotel, flight and rental car. You can also book a flight with a hotel, or a rental car with a flight. Once you've made your booking, you can add the fun stuff like experiences and tours. Whatever your ideal West Woodstock escape looks like, get ready to save!
What should I know before booking a West Woodstock travel package?
When you book your flights, hotels and car rentals together, you'll enjoy incredible discounts. Whether you're organizing an outdoor getaway in a chalet or want to stay in a comfortable hotel in the city, Expedia can make it happen for less.
Can I choose my airline with a West Woodstock Expedia vacation package?
With a vacation package, you're the one in charge. Whether you're looking to fly to West Woodstock in economy or business class, simply pick from the available airline options. Expedia has access to over 550 partner airlines all over the world.
If I'm not able to travel, can I cancel my West Woodstock vacation package?
Yes you can, and we're here to help. You may be able to cancel or change your West Woodstock vacation package at no cost within 24 hours of booking. However, you may be charged a fee by your hotel, airline or car rental company if your booking is older than that. If life gets in the way of your vacation, look up our Customer Service Portal for further information.

Stay near popular West Woodstock attractions

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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.