Book Exclusive Woodstock Vacation Packages

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Woodstock flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Omni Providence Hotel

Omni Providence Hotel

4 out of 5
Downtown Providence
Price was CA $1,086, price is now CA $965 per person
CA $965
per person
Sep 20 - Sep 23
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Providence (PVD)
Book a stay at this business-friendly hotel in Providence. Enjoy 2 restaurants, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Providence Place Mall and Roger Williams Park Zoo are located nearby.
The Cottage Inn At Amos Lake

The Cottage Inn At Amos Lake

3 out of 5
Price was CA $1,325, price is now CA $1,153 per person
CA $1,153
per person
Oct 18 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Providence (PVD)
Book a stay at this golf B&B in Preston. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Foxwoods Resort Casino and Grand Theater at Foxwoods Resort Casino are located nearby.
Marina Bay Cottages

Marina Bay Cottages

2 out of 5
Price was CA $1,287, price is now CA $1,127 per person
CA $1,127
per person
Oct 18 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Providence (PVD)
Stay at this hotel in Waterford. Enjoy free WiFi, free parking, and a pool table. Popular attractions Ocean Beach Park and Amtrak Beach are located nearby.
Ocean Club at Atlantic Beach

Ocean Club at Atlantic Beach

2.5 out of 5
Price was CA $1,162, price is now CA $1,034 per person
CA $1,034
per person
Oct 18 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Providence (PVD)
Book a stay at this golf aparthotel in Westerly. Enjoy free WiFi, free parking, and a picnic area. Popular attractions Misquamicut State Beach and Atlantic Beach Park are located nearby.
The Spa at Norwich Inn

The Spa at Norwich Inn

3.5 out of 5
Price was CA $1,270, price is now CA $1,130 per person
CA $1,130
per person
Oct 18 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Providence (PVD)
Book a stay at this spa hotel in Norwich. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Mohegan Sun Casino and Mohegan Sun Arena are located nearby.

Top Woodstock hotels deals

Waterfront Tiny House Cabin Off Grid Camp in Historic Woodstock CT

Waterfront Tiny House Cabin Off Grid Camp in Historic Woodstock CT

Woodstock CT
Get rates
Stay at this cabin in Woodstock. Enjoy patios and sun loungers. Popular attractions Black Pond and West Woodstock Library are located nearby.
Outdoor space
Parking available
Secluded 2-Acre Lakefront Home! Book Your Getaway!

Secluded 2-Acre Lakefront Home! Book Your Getaway!

Woodstock CT
The price is CA $694 per night
CA $694
CA $1,121 total
Sep 1 - Sep 2
includes taxes & fees
Stay at this vacation home in Woodstock. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Black Pond and West Woodstock Library are located nearby.
Kitchen
Washer
Stunning Lakefront Escape! Book Your Dream Getaway!

Stunning Lakefront Escape! Book Your Dream Getaway!

Woodstock CT
The price is CA $624 per night
CA $624
CA $1,031 total
Aug 30 - Aug 31
includes taxes & fees
Book a stay at this beach vacation home in Woodstock. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Roseland Cottage and Taylor Brooke Winery are located nearby.
Kitchen
Washer
Publick House Historic Inn and Country Motor Lodge

Publick House Historic Inn and Country Motor Lodge

2.5 out of 5
277 Main Street (RT 131) Sturbridge MA
Free cancellation
Reserve now, pay when you stay
The price is CA $108 per night
CA $108
CA $121 total
Aug 18 - Aug 19
includes taxes & fees
Book a stay at this spa resort in Sturbridge. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Old Sturbridge Village and Town Common are located nearby.
Pool
Spa
Wellsworth Hotel

Wellsworth Hotel

3 out of 5
14 Mechanic St Southbridge MA
Free cancellation
Reserve now, pay when you stay
The price is CA $156 per night
CA $156
CA $174 total
Aug 19 - Aug 20
includes taxes & fees
Book a stay at this business-friendly hotel in Southbridge. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Old Sturbridge Village and Central Mills Historic District are located nearby.
Pool
Hot tub
La Quinta Inn by Wyndham Auburn Worcester

La Quinta Inn by Wyndham Auburn Worcester

3 out of 5
446 Southbridge St Auburn MA
Free cancellation
Reserve now, pay when you stay
The price is CA $109 per night
CA $109
CA $122 total
Aug 23 - Aug 24
includes taxes & fees
Book a stay at this business-friendly hotel in Auburn. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions DCU Center and Auburn Mall are located nearby.
Breakfast included
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.

Stay near popular Woodstock attractions

Roseland Cottage

You can study the exhibits at Roseland Cottage, a museum with a storied past, during your travels to Woodstock. Check out the top-notch restaurants or lively bars in this family-friendly area.
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Woodstock Vacations

We get it, geography isn't everyone's strong suit. If you're unsure where Woodstock is situated, it's wise to look into its location before you set foot out the door!

To help get you oriented, Woodstock is located 55 miles (89 kilometers) to the southwest of the noteworthy city of Boston.

Places to visit in Woodstock

A wise man once said 'life is too short to drink bad wine.' Try a drop at Taylor Brooke Winery and discover for yourself if you agree. Need some more options? It doesn't matter whether you're trying to hit a hole-in-one or simply in the mood to brush up on your technique, you'll have a blast at Woodstock Golf Course. And there's more. If you want to bump a few strokes off your score, then head over to Roseland Park Golf Course. Grab your clubs, finesse your swing and unwind with the locals at the 19th hole.

Where do you fly into for Woodstock?

Say hello to awesome adventures in Woodstock. Once you've walked out of Bradley International Airport (BDL), the middle of town will be just 35 miles (56 kilometers) to the east.

Frequently asked questions

How much are vacation packages to Woodstock?
Your vacation daydreams can become a reality in Woodstock for as low as CA $965. Packages include flights and hotels, so booking your trip will be easy as pie. The only thing you'll need to focus on is having an incredible time.
Where can I get the best vacation package deals for Woodstock?
With at least 400 airline partners and 1,000,000 hotels around the world, it's hard to go past Travelocity. Take advantage of our comprehensive range and create the perfect Woodstock package deal. Isn't it great when traveling is that easy?
Why should I book my Woodstock vacation bundle with Travelocity?
Travel is all about making cherished memories and leaving all your worries behind — which is why we provide you with a team of customer service experts available 24/7 should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best price available on our superb range of vacation destinations. So what are you waiting for? There's no time like the present to lock in that vacation you've always wanted.
Can I save money on my Woodstock car rental if I book it with my hotel or flight?
With a Woodstock vacation package, you can bundle your hotel, flight and car bookings and save tons. If you'd love to explore the best of this fantastic area, why not check out Fenway Park? This well-known sight is 88 kilometers from Woodstock. With a rental car, you'll be there in no time.
Which airport is best for Woodstock?
Logan Intl. Airport (BOS), located around 88 kilometers northeast of inner Woodstock, is likely to be where you'll arrive. Your other options are Bradley Intl. Airport (BDL) (56 kilometers away from central Woodstock) and T.F. Green Airport (PVD) (48 kilometers away from central Woodstock).
What is there to do in Woodstock?
Woodstock is brimming with sights to explore, including Roseland Park Golf Course and Harrisville Golf Course. These renowned attractions are on most travelers' to-do lists.
Where should I stay when visiting Woodstock?
Many people opt to hit the hay at the Breathtaking Lakefront Property! Cozy house! Special off-season rates!. It's a great base for your Woodstock escape.

Photos of local treasures

Browse Woodstock vacation photos for more inspiration

A variety of potted flowers and pumpkins on a wooden table in an outdoor setting.
A misty landscape with a body of water, trees, and a bird flying.