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.
Block Island Beach House

Block Island Beach House

3.5 out of 5
Price was $975, price is now $735 per person
$735
per person
Jul 8 - Jul 10
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Providence (PVD)
This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. WiFi in public areas is free. A terrace, a picnic area, and luggage storage are also on offer.
The Preserve Sporting Club & Resort

The Preserve Sporting Club & Resort

4 out of 5
Save 100% on your flight
Price was $1,922, price is now $1,414 per person
$1,414
per person
Jul 10 - Jul 12
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Providence (PVD)
This smoke-free hotel features a golf course, a full-service spa, and 2 restaurants. Enjoy the outdoor pool and perks like free self parking and free WiFi. You'll appreciate the gym, bar/lounge, and free grocery shopping service.
The Newport Harbor Hotel & Marina

The Newport Harbor Hotel & Marina

3 out of 5
Downtown Newport
Price was $1,382, price is now $1,045 per person
$1,045
per person
Jul 28 - Jul 31
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Providence (PVD)
A marina and a restaurant are featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. You'll appreciate the indoor pool, bar/lounge, and coffee shop.
The Attwater

The Attwater

3.5 out of 5
Top of the Hill
Price was $1,388, price is now $1,058 per person
$1,058
per person
Jul 28 - Jul 31
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Providence (PVD)
A gym is featured at this hotel, along with free WiFi in public areas and a terrace. Concierge services are provided for your convenience.
Gilded

Gilded

3 out of 5
Top of the Hill
Price was $1,334, price is now $1,022 per person
$1,022
per person
Jul 28 - Jul 31
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Providence (PVD)
This hotel features free WiFi in public areas, concierge services, and free self parking. Enjoy the free self-serve breakfast each morning. A garden is also provided.

Top Woodstock hotels deals

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
May 17 - May 18
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
$657 nightly
The price is $743 total per night
$743 total
May 10 - May 11
Total with taxes and fees
This vacation home featured laundry facilities and barbecue grills.
Kitchen
Washer
The McClellan Mansion

The McClellan Mansion

Woodstock CT
Get rates
This vacation home features laundry facilities.
Washer
Dryer
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
May 24 - May 25
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
May 20 - May 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.
Pool
Spa
Inn on Storrs

Inn on Storrs

3.5 out of 5
123 Storrs Road Willimantic CT
Free Cancellation
Reserve now, pay when you stay
$138 nightly
The price is $158 total per night
$158 total
May 29 - May 30
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
Don't see what you're looking for?
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

Woodstock Golf Course

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

Woodstock Golf Course

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

Frequently asked questions

How much are vacation packages to Woodstock?
Your vacation daydreams can become a reality in Woodstock for as low as $735. 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.