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.
Blue Beach Motel

Blue Beach Motel

2.5 out of 5
Price was $409, price is now $310 per person
$310
per person
Jan 24 - Jan 27
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Providence (PVD)
Staff at the 24-hour front desk can provide around-the-clock assistance. Take advantage of the free self parking.
The Beatrice

The Beatrice

3.5 out of 5
Downtown Providence
Save 100% on your flight
Price was $674, price is now $473 per person
$473
per person
Jan 24 - Jan 27
found 1 day ago
Roundtrip flight included
Orlando (MCO) 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.
Hotel Providence

Hotel Providence

4 out of 5
Downtown Providence
Price was $436, price is now $327 per person
$327
per person
Jan 24 - Jan 27
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Providence (PVD)
A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center, conference center, and valet parking. A terrace, a garden, and a library are also on offer.
Omni Providence Hotel

Omni Providence Hotel

4 out of 5
Downtown Providence
Price was $478, price is now $365 per person
$365
per person
Jan 24 - Jan 27
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Providence (PVD)
This smoke-free hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and valet parking. A coffee shop, a snack bar/deli, and luggage storage are also on offer.
The Taber Inne & Suites

The Taber Inne & Suites

2 out of 5
Price was $737, price is now $572 per person
$572
per person
Mar 6 - Mar 11
found 13 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Providence (PVD)
A restaurant and an indoor pool are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A coffee shop, a garden, and a picnic area are also on offer.

Top Woodstock hotels deals

Secluded 2-Acre Lakefront Home! Book Your Getaway!

Secluded 2-Acre Lakefront Home! Book Your Getaway!

Woodstock CT
$434 nightly
The price is $492 total per night
$492 total
Dec 21 - Dec 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
Dec 20 - Dec 21
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
$97 nightly
The price is $108 total per night
$108 total
Jan 2 - Jan 3, 2026
Total with taxes and fees
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
$89 nightly
The price is $99 total per night
$99 total
Jan 4 - Jan 5, 2026
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
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
$88 nightly
The price is $99 total per night
$99 total
Dec 21 - Dec 22
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
Inn on Storrs

Inn on Storrs

3.5 out of 5
123 Storrs Road Willimantic CT
Free Cancellation
Reserve now, pay when you stay
$135 nightly
The price is $156 total per night
$156 total
Dec 25 - Dec 26
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

Woodstock Golf Course

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

Woodstock Golf Course

Black Pond

Commune with nature and explore the great outdoors at Black Pond during your travels in Woodstock. Take in the festivals while you're in the area.

Black Pond

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

Frequently asked questions

How much are vacation packages to Woodstock?
Your vacation daydreams can become a reality in Woodstock for as low as $310. 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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