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.
The Loom Hotel, Tapestry Collection by Hilton

The Loom Hotel, Tapestry Collection by Hilton

4 out of 5
Price was $264, price is now $206 per person
$206
per person
Apr 9 - Apr 11
found 18 hours ago
Roundtrip flight included
Detroit (DTW) to Providence (PVD)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. There's a sauna on site, and a 24-hour front desk and a terrace are also provided.
The Preserve Sporting Club & Resort

The Preserve Sporting Club & Resort

4 out of 5
Save 100% on your flight
Price was $1,360, price is now $962 per person
$962
per person
Apr 9 - Apr 11
found 19 hours ago
Roundtrip flight included
Detroit (DTW) 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.
Blue Beach Motel

Blue Beach Motel

2.5 out of 5
Save 100% on your flight
Price was $1,278, price is now $944 per person
$944
per person
Apr 10 - Apr 12
found 1 day ago
Roundtrip flight included
New York (NYC) to Providence (PVD)
Staff at the 24-hour front desk can provide around-the-clock assistance. Take advantage of the free self parking.
Wayfinder Newport

Wayfinder Newport

4 out of 5
Price was $458, price is now $349 per person
$349
per person
Apr 10 - Apr 12
found 1 day ago
Roundtrip flight included
New York (NYC) 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.
Entire Charming Victorian Home Downtown Newport

Entire Charming Victorian Home Downtown Newport

2 out of 5
Downtown Newport
Save 100% on your flight
Price was $6,057, price is now $4,996 per person
$4,996
per person
May 14 - May 16
found 1 day ago
Roundtrip non-stop flight included
Las Vegas (LAS) to Providence (PVD)
This vacation home features free WiFi in public areas, a garden, and barbecue grills.

Top Woodstock hotels deals

Secluded 2-Acre Lakefront Home! Book Your Getaway!

Secluded 2-Acre Lakefront Home! Book Your Getaway!

Woodstock CT
$436 nightly
The price is $494 total per night
$494 total
Feb 21 - Feb 22
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
$421 nightly
The price is $476 total per night
$476 total
Feb 22 - Feb 23
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
$107 nightly
The price is $120 total per night
$120 total
Mar 12 - Mar 13
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
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
$80 nightly
The price is $89 total per night
$89 total
Feb 22 - Feb 23
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
AC Hotel by Marriott Worcester

AC Hotel by Marriott Worcester

3.5 out of 5
125 Front St Worcester MA
$161 nightly
The price is $184 total per night
$184 total
Mar 1 - Mar 2
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a terrace, and a grocery/convenience store are also offered.
Pet friendly
Free WiFi
Holiday Inn Express Hotel & Suites Auburn by IHG

Holiday Inn Express Hotel & Suites Auburn by IHG

2.5 out of 5
10-12 Johnson St Auburn MA
Free Cancellation
$91 nightly
The price is $102 total per night
$102 total
Feb 24 - Feb 25
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and free internet in public areas. There's a gym on site, and laundry facilities and free newspapers are also offered.
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.

Popular places to visit

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 family-friendly area.

Roseland Cottage

Goodell Morse Memorial Forest

You can take time to visit Goodell Morse Memorial Forest during your travels to Woodstock. Take in the festivals while you're in the area.

Goodell Morse Memorial Forest

Frequently asked questions

How much are vacation packages to Woodstock?
Your vacation daydreams can become a reality in Woodstock for as low as $206. 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.
Chrysanthemums and pumpkins for sale at a farm stand near Woodstock, Connecticut.
Sunrise over farmland near South Woodstock, Connecticut.