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.
Pleasant View Inn

Pleasant View Inn

3 out of 5
Price was $588, price is now $449 per person
$449
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Providence (PVD)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Free self parking, a business center, and a terrace are also offered.
Fox Point Landing Residences

Fox Point Landing Residences

4 out of 5
Fox Point
Save 100% on your flight
Price was $889, price is now $621 per person
$621
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
Tampa (TPA) 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.
Forty 1 North

Forty 1 North

4.5 out of 5
Downtown Newport
Save 100% on your flight
Price was $2,541, price is now $1,783 per person
$1,783
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Providence (PVD)
This smoke-free hotel features a full-service spa, a marina, and 2 restaurants. Traveling on business? Take advantage of the laundry service, conference space, and valet parking. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.
Hotel Providence

Hotel Providence

4 out of 5
Downtown Providence
Save 100% on your flight
Price was $1,177, price is now $827 per person
$827
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to Providence (PVD)
A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center, conference center, and valet parking. A terrace, a garden, and a library are also on offer.
Newport Harbor Island Resort

Newport Harbor Island Resort

4 out of 5
Save 100% on your flight
Price was $1,671, price is now $1,255 per person
$1,255
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to Providence (PVD)
A full-service spa, 3 restaurants, and an indoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Make the most of the gym and seasonal outdoor pool, and relax with drinks at one of the 2 bars/lounges.

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
$714 nightly
The price is $808 total per night
$808 total
Sep 1 - Sep 2
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
$714 nightly
The price is $808 total per night
$808 total
Aug 30 - Aug 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
$89 nightly
The price is $99 total per night
$99 total
Aug 17 - Aug 18
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
Wellsworth Hotel

Wellsworth Hotel

3 out of 5
14 Mechanic St Southbridge MA
Free Cancellation
Reserve now, pay when you stay
$116 nightly
The price is $130 total per night
$130 total
Sep 6 - Sep 7
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
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
$79 nightly
The price is $88 total per night
$88 total
Aug 23 - Aug 24
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental 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

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.
See properties

Frequently asked questions

How much are vacation packages to Woodstock?
Your vacation daydreams can become a reality in Woodstock for as low as $449. 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.