Deals on vacations and trips to Woodstock

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All Seasons Inn & Suites Smithfield Providence

All Seasons Inn & Suites Smithfield Providence

2.5 out of 5
Price was $729, price is now $586 per person
$586
per person
May 22 - May 25
found 1 day ago
Roundtrip flight included
St. Petersburg (PIE) to Providence (PVD)
This hotel features an outdoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking.
Dye House

Dye House

2 out of 5
Olneyville
Save 100% on your flight
Price was $1,834, price is now $1,227 per person
$1,227
per person
May 22 - May 25
found 1 day ago
Roundtrip flight included
St. Petersburg (PIE) to Providence (PVD)
This hotel features a virtual front desk. Take advantage of the free self parking.
The Underwood-Hale House

The Underwood-Hale House

4 out of 5
College Hill
Price was $1,228, price is now $990 per person
$990
per person
May 15 - May 17
found 1 day ago
Roundtrip non-stop 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.
Holiday Inn Express Newport North - Middletown by IHG

Holiday Inn Express Newport North - Middletown by IHG

2.5 out of 5
Price was $999, price is now $830 per person
$830
per person
May 22 - May 25
found 1 day ago
Roundtrip flight included
St. Petersburg (PIE) 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.
Residence Inn Providence Downtown

Residence Inn Providence Downtown

3 out of 5
Downtown Providence
Price was $720, price is now $599 per person
$599
per person
May 30 - Jun 2
just found
Roundtrip flight included
Jacksonville (JAX) to Providence (PVD)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the free buffet breakfast each morning.

Top Woodstock hotels deals

Secluded 2-Acre Lakefront Home! Book Your Getaway!

Secluded 2-Acre Lakefront Home! Book Your Getaway!

Woodstock CT
$577 nightly
The price is $653 total per night
$653 total
Apr 12 - Apr 13
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
$547 nightly
The price is $620 total per night
$620 total
Apr 19 - Apr 20
Total with taxes and fees
This vacation home featured laundry facilities and barbecue grills.
Kitchen
Washer
Charming country studio apartment in idyllic Woodstock - Woodstock Red Barn

Charming country studio apartment in idyllic Woodstock - Woodstock Red Barn

Woodstock CT
Get rates
Stay at this apartment in Woodstock. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions May Memorial Library and North Woodstock Library are located nearby.
Kitchen
Free WiFi
Wellsworth Hotel

Wellsworth Hotel

3 out of 5
14 Mechanic St Southbridge MA
Free Cancellation
Reserve now, pay when you stay
$108 nightly
The price is $121 total per night
$121 total
Apr 27 - Apr 28
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
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
$80 nightly
The price is $89 total per night
$89 total
Apr 21 - Apr 22
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.
Pool
Spa
Comfort Inn Auburn - Worcester

Comfort Inn Auburn - Worcester

2.5 out of 5
426 Southbridge St Auburn MA
Free Cancellation
$98 nightly
The price is $110 total per night
$110 total
Apr 19 - Apr 20
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-in. There's a gym on site, and a fireplace in the lobby and express check-out are also provided.
Breakfast included
Parking included
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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.

Popular places to visit

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.

Roseland Cottage

Roseland Park Golf Course

Enjoy a round of golf in Woodstock at Roseland Park Golf Course. Check out the top-notch restaurants or lively bars in this quaint area.

Roseland Park Golf Course

Taylor Brooke Winery

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

Taylor Brooke Winery

Frequently asked questions

How much are vacation packages to Woodstock?
Your vacation daydreams can become a reality in Woodstock for as low as $586. 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

Chrysanthemums and pumpkins for sale at a farm stand near Woodstock, Connecticut.
Sunrise over farmland near South Woodstock, Connecticut.