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.
Ocean Club at Atlantic Beach

Ocean Club at Atlantic Beach

2.5 out of 5
Misquamicut
Price was $849, price is now $695 per person
$695
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Providence (PVD)
An indoor pool, free self parking, and barbecue grills are featured at this aparthotel. WiFi in public areas is free. A picnic area is also provided.
Chart House Inn

Chart House Inn

4.5 out of 5
Downtown Newport
Price was $2,240, price is now $1,686 per person
$1,686
per person
Dec 19 - Dec 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Providence (PVD)
This bed & breakfast doesn't skimp on freebies - guests receive free WiFi and free self parking. Dry cleaning and concierge services are also provided.
Large Three Room Suite 2 Bed/1 Bath In Downtown - Unit 4 2 Bedroom Home

Large Three Room Suite 2 Bed/1 Bath In Downtown - Unit 4 2 Bedroom Home

3 out of 5
Downtown Newport
Price was $2,504, price is now $2,046 per person
$2,046
per person
Dec 19 - Dec 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Providence (PVD)
12 Goodwin Unit 2 1 Bedroom Apts

12 Goodwin Unit 2 1 Bedroom Apts

3 out of 5
Downtown Newport
Price was $2,467, price is now $2,022 per person
$2,022
per person
Dec 19 - Dec 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Providence (PVD)
This apartment features barbecue grills.
The Chanler at Cliff Walk

The Chanler at Cliff Walk

4.5 out of 5
Bellevue Avenue Historic District
Price was $4,307, price is now $3,531 per person
$3,531
per person
Dec 19 - Dec 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Providence (PVD)
This hotel features 2 restaurants and a bar/lounge. There's no skimping on freebies - guests receive free WiFi, free valet parking, and a free area shuttle. Free self parking, a terrace, and limo/town car service are also offered.

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
$543 nightly
The price is $618 total per night
$618 total
Nov 10 - Nov 11
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
Get rates
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
$82 nightly
The price is $92 total per night
$92 total
Nov 15 - Nov 16
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
$144 nightly
The price is $166 total per night
$166 total
Dec 10 - Dec 11
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
Wellsworth Hotel

Wellsworth Hotel

3 out of 5
14 Mechanic St Southbridge MA
Free Cancellation
Reserve now, pay when you stay
$94 nightly
The price is $104 total per night
$104 total
Dec 10 - Dec 11
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
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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 lively bars or top-notch restaurants in this quaint area.
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Frequently asked questions

How much are vacation packages to Woodstock?
Your vacation daydreams can become a reality in Woodstock for as low as $695. 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.