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.
Sea Shell Motel

Sea Shell Motel

2 out of 5
Price was $697, price is now $510 per person
$510
per person
Jun 26 - Jun 28
found 2 hours ago
Roundtrip flight included
Tampa (TPA) to Providence (PVD)
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area and barbecue grills are also provided.
Marina Bay Cottages

Marina Bay Cottages

2 out of 5
Save 100% on your flight
Price was $1,671, price is now $1,185 per person
$1,185
per person
Jun 19 - Jun 26
found 18 hours ago
Roundtrip flight included
San Antonio (SAT) to Providence (PVD)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A virtual front desk are provided for your convenience.
The Beatrice

The Beatrice

3.5 out of 5
Downtown Providence
Price was $1,269, price is now $928 per person
$928
per person
Jul 19 - Jul 23
found 24 hours ago
Roundtrip flight included
Baltimore (BWI) 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 Attwater

The Attwater

3.5 out of 5
Top of the Hill
Save 100% on your flight
Price was $2,277, price is now $1,682 per person
$1,682
per person
Jun 5 - Jun 9
found 13 hours ago
Roundtrip flight included
Tampa (TPA) 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.
Langworthy Inn

Langworthy Inn

3.5 out of 5
Price was $842, price is now $624 per person
$624
per person
Jun 26 - Jun 28
found 2 hours ago
Roundtrip flight included
Tampa (TPA) to Providence (PVD)
This bed & breakfast doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. A virtual front desk are provided for your convenience.

Top Woodstock hotels deals

Secluded 2-Acre Lakefront Home! Book Your Getaway!

Secluded 2-Acre Lakefront Home! Book Your Getaway!

Woodstock CT
$686 nightly
The price is $776 total per night
$776 total
May 5 - May 6
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 5 - May 6
Total with taxes and fees
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
$108 nightly
The price is $121 total per night
$121 total
May 5 - May 6
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
$89 nightly
The price is $99 total per night
$99 total
May 5 - May 6
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
Comfort Inn Auburn - Worcester

Comfort Inn Auburn - Worcester

2.5 out of 5
426 Southbridge St Auburn MA
Free Cancellation
$105 nightly
The price is $118 total per night
$118 total
May 24 - May 25
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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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

Rocky Hill Refuge

You can take time to visit Rocky Hill Refuge during your travels to Woodstock. Take in the festivals while you're in the area.

Rocky Hill Refuge

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 $510. 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.