Deals on vacations and trips to Woodstock

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Shepherd's Run

Shepherd's Run

2 out of 5
Save 100% on your flight
per person
Aug 11 - Aug 14
found 18 hours ago
Roundtrip flight included
New York (NYC) to Providence (PVD)
An attached winery and a gym are featured at this smoke-free hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A lobby fireplace, a communal living room, and a library are also on offer.
Wayfinder Newport

Wayfinder Newport

4 out of 5
Save 100% on your flight
per person
Aug 29 - Sep 1
found 5 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Providence (PVD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. A coffee shop, a lobby fireplace, and express check-out are also on offer.
Club Wyndham Inn on the Harbor

Club Wyndham Inn on the Harbor

2.5 out of 5
Downtown Newport
Save 100% on your flight
per person
Aug 29 - Sep 1
found 5 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Providence (PVD)
A rooftop terrace, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A terrace is provided and the front desk is staffed around-the-clock.
The Preserve Sporting Club & Resort

The Preserve Sporting Club & Resort

4 out of 5
Save 100% on your flight
per person
Aug 1 - Aug 3
found 1 day ago
Roundtrip flight included
New York (NYC) 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.
Club Wyndham Bay Voyage Inn

Club Wyndham Bay Voyage Inn

3 out of 5
Save 100% on your flight
per person
Aug 29 - Sep 1
found 5 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Providence (PVD)
This guesthouse features an outdoor pool and a 24-hour gym. WiFi in public areas is free. A garden, a picnic area, and laundry facilities are also on offer.

Top Woodstock hotels deals

Secluded 2-Acre Lakefront Home! Book Your Retreat!

Secluded 2-Acre Lakefront Home! Book Your Retreat!

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This vacation home features a garden, 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
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This smoke-free 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
Get rates
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
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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
Reserve now, pay when you stay
Get rates
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
Days Inn by Wyndham Sturbridge

Days Inn by Wyndham Sturbridge

2 out of 5
400 Route 15, Sturbridge, MA
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Free self parking is available and the hotel's front desk is staffed around-the-clock. A communal living room and luggage storage are also provided.
Parking included
Air conditioning
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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 Park Golf Course

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

Roseland Cottage

You can study the exhibits at Roseland Cottage, a museum with a storied past, during your travels to Woodstock. Check out the lively bars or top-notch restaurants in this quaint area.

Roseland Cottage

Frequently asked questions

How much are vacation packages to Woodstock?
Your vacation daydreams can become a reality in Woodstock for as low as $648. 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

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