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.
Holiday Inn Express Newport North - Middletown by IHG

Holiday Inn Express Newport North - Middletown by IHG

2.5 out of 5
Price was $456, price is now $400 per person
$400
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip flight included
Jacksonville (JAX) to Providence (PVD)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Fox Point Landing Residences

Fox Point Landing Residences

4 out of 5
Fox Point
Save 100% on your flight
Price was $905, price is now $604 per person
$604
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip flight included
Jacksonville (JAX) 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.
The Beatrice

The Beatrice

3.5 out of 5
Downtown Providence
Save 100% on your flight
Price was $1,493, price is now $1,081 per person
$1,081
per person
Nov 5 - Nov 8
found 5 hours ago
Roundtrip flight included
Washington (DCA) to Providence (PVD)
Valet parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free. A 24-hour business center, dry cleaning, and luggage storage are also on offer.
The Underwood-Hale House

The Underwood-Hale House

4 out of 5
College Hill
Save 100% on your flight
Price was $933, price is now $738 per person
$738
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip flight included
Jacksonville (JAX) to Providence (PVD)
This aparthotel doesn't skimp on freebies - guests receive free WiFi and free self parking. 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. A terrace, a garden, and laundry facilities are also on offer.
Coastal 1BR Retreat Spa Walk to Dining Water

Coastal 1BR Retreat Spa Walk to Dining Water

2 out of 5
Price was $608, price is now $533 per person
$533
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip flight included
Jacksonville (JAX) to Providence (PVD)
Free WiFi in public areas and a garden are available at this apartment.

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.
Outdoor Space
Parking available
Secluded 2-Acre Lakefront Home! Book Your Getaway!

Secluded 2-Acre Lakefront Home! Book Your Getaway!

Woodstock CT
$680 nightly
The price is $770 total per night
$770 total
Sep 27 - Sep 28
Total with taxes and fees
This vacation home featured laundry facilities and barbecue grills.
Kitchen
Washer
Stunning Lakefront Escape! Book Your Dream Getaway!

Stunning Lakefront Escape! Book Your Dream Getaway!

Woodstock CT
Get rates
This vacation home featured laundry facilities and barbecue grills.
Kitchen
Washer
Wellsworth Hotel

Wellsworth Hotel

3 out of 5
14 Mechanic St Southbridge MA
Free Cancellation
Reserve now, pay when you stay
$125 nightly
The price is $140 total per night
$140 total
Oct 4 - Oct 5
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.
Pool
Hot Tub
Inn on Storrs

Inn on Storrs

3.5 out of 5
123 Storrs Road Willimantic CT
Free Cancellation
Reserve now, pay when you stay
$144 nightly
The price is $166 total per night
$166 total
Sep 22 - Sep 23
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.
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
$88 nightly
The price is $98 total per night
$98 total
Oct 4 - Oct 5
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and free internet in public areas. There's express check-out and multilingual staff can provide around-the-clock assistance.
Breakfast included
Pet friendly
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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

Taylor Brooke Winery

You can enjoy a tasting or tour at Taylor Brooke Winery during your travels to Woodstock. While in this quaint area, you can savor the top-notch restaurants.
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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 $400. 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.