Deals on vacations and trips to Woodstock

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Woodstock flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Town & Country

Town & Country

2 out of 5
Price was $899, price is now $609 per person
$609
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Providence (PVD)
Staff at the 24-hour front desk can provide around-the-clock assistance. Take advantage of the free self parking.
Fox Point Landing Residences

Fox Point Landing Residences

4 out of 5
Fox Point
Price was $1,506, price is now $949 per person
$949
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Providence (PVD)
This apartment features laundry facilities. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Take advantage of the free self parking.
Wyndham Newport Hotel

Wyndham Newport Hotel

4 out of 5
Price was $1,301, price is now $922 per person
$922
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Providence (PVD)
The hotel's indoor pool, gym, and 2 bars/lounges are among the featured amenities. Traveling on business? Take advantage of the 9 conference rooms, 24-hour business center, and laundry service. Enjoy a meal from the restaurant and perks like free self parking and a free area shuttle.
Founder's Brook Motel and Suites

Founder's Brook Motel and Suites

2 out of 5
Price was $1,032, price is now $741 per person
$741
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Providence (PVD)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and express check-out are also on offer.
The Carriage House Inn Newport

The Carriage House Inn Newport

2.5 out of 5
Price was $1,163, price is now $838 per person
$838
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Providence (PVD)
This hotel features free WiFi in public areas, concierge services, and free self parking. Enjoy the free continental breakfast each morning. A business center, a terrace, and a picnic area are also on offer.

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
This cabin features barbecue grills.
Secluded 2-Acre Lakefront Home! Book Your Getaway!

Secluded 2-Acre Lakefront Home! Book Your Getaway!

Woodstock CT
$681 nightly
The price is $771 total per night
$771 total
Jul 30 - Jul 31
Total with taxes and fees
This vacation home featured laundry facilities and barbecue grills.
Stunning Lakefront Escape! Book Your Dream Getaway!

Stunning Lakefront Escape! Book Your Dream Getaway!

Woodstock CT
$653 nightly
The price is $739 total per night
$739 total
Jul 30 - Jul 31
Total with taxes and fees
This vacation home featured laundry facilities and barbecue grills.
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
$87 nightly
The price is $97 total per night
$97 total
Aug 20 - Aug 21
Total with taxes and fees
A full-service spa, 2 restaurants, and a 24-hour gym are all featured at this Colonial resort. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. A bar/lounge, a 24-hour front desk, and a coffee shop are also provided.
Wellsworth Hotel

Wellsworth Hotel

3 out of 5
14 Mechanic St Southbridge MA
$120 nightly
The price is $134 total per night
$134 total
Aug 13 - Aug 14
Total with taxes and fees
This traditional hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and perks like free self parking.
Inn on Storrs

Inn on Storrs

3.5 out of 5
123 Storrs Road Willimantic CT
Free Cancellation
Reserve now, pay when you stay
$153 nightly
The price is $176 total per night
$176 total
Aug 5 - Aug 6
Total with taxes and fees
This motel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and perks like free self parking.
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See all available properties in Woodstock
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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 lively bars or top-notch restaurants in this quaint area.
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Frequently asked questions

How much are vacation packages to Woodstock?
Your vacation daydreams can become a reality in Woodstock for as low as $609. 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 55 mi 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 55 mi northeast of inner Woodstock, is likely to be where you'll arrive. Your other options are Bradley Intl. Airport (BDL) (35 mi away from central Woodstock) and T.F. Green Airport (PVD) (30 mi 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.