South Woodstock Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to AED 148 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Find the Best South Woodstock Vacation Packages

South Woodstock Hotel Deals

Stunning Lakefront Escape! Exclusive Off-Season Rates – Book Your Dream Getaway!
Stunning Lakefront Escape! Exclusive Off-Season Rates – Book Your Dream Getaway!
Woodstock
The price is AED 1,414 per night from Mar 10 to Mar 11
AED 1,414
AED 2,378 total
includes taxes & fees
10 Mar - 11 Mar
10/10 Exceptional! (11 reviews)
Excellent stay & Great space!
"We had an amazing stay in Woodstock! House was immaculate and super clean. We loved the vibe inside as well as the views of the lake and the outdoor space. Quiet, cozy lake house with plenty of room. The master king bed was SO comfortable and felt like home! Would absolutely stay again. Hosts were ..."

Reviewed on 5 January 2025

Stunning Lakefront Escape! Exclusive Off-Season Rates – Book Your Dream Getaway!
Wellsworth Hotel
Wellsworth Hotel
3 out of 5
14 Mechanic St, Southbridge, MA
Fully refundableReserve now, pay when you stay
The price is AED 393 per night from Mar 23 to Mar 24
AED 393
AED 439 total
includes taxes & fees
23 Mar - 24 Mar
9/10 Wonderful! (1,120 reviews)
"Very nice"

Reviewed on 8 March 2025

Wellsworth Hotel
Inn on Storrs
Inn on Storrs
3.5 out of 5
123 Storrs Road, Willimantic, CT
Fully refundableReserve now, pay when you stay
The price is AED 620 per night from Mar 14 to Mar 15
AED 620
AED 713 total
includes taxes & fees
14 Mar - 15 Mar
8/10 Very Good! (1,001 reviews)
Highly recommended
"The hotel was very clean and it was quiet although there were quite a few guests. The bed wasn’t super comfortable for me but only bc it was a firm mattress, all the linen was very soft, comfortable and clean. The pool area was very clean and I had the pool and hot tub to myself. The temperatures ..."

Reviewed on 6 March 2025

Inn on Storrs
See all 170 properties in South Woodstock
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.

Frequently asked questions

How much does a South Woodstock vacation package cost?
Offering excellent value package deals on Expedia, you’ll be surprised at how little a vacation to South Woodstock costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to South Woodstock?
January, February and March are great times to search for cheap South Woodstock vacation packages. Opting to travel in less busy periods means you’ll typically find better prices on flights and hotels.
How to find the best South Woodstock package deals?
Use Expedia’s filters to find some unbeatable South Woodstock package deals. When you start your search, just set your maximum budget and then sort the results by “Price: low to high.” If you’re looking to save, plan your break for midweek, or search for South Woodstock package deals in the off-peak season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it’s typically best to book your vacation package well in advance.
Is it cheaper to book a South Woodstock vacation as a package?
You can enjoy significant savings on your next South Woodstock break by booking a tailored vacation package. Click on the “Package” heading, then select your travel dates and destination to view some great airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to South Woodstock?
If you’re planning an impromptu South Woodstock adventure, check out our last-minute deals that can be booked up to one week before you go. Don’t want to leave things to the last minute? You can score amazing deals on your hotels and flights by booking ahead.
How to plan a trip to South Woodstock?

  1. Choose when to get away: Check your diary and get packing. Your preferred time of year and the type of activities available will also help you decide when to visit South Woodstock.
  2. Figure out your budget: Ensure you have enough money to pay for everything from transportation and dining out to activities and airfares. Your hotel will likely be the biggest expense during your trip to South Woodstock.
  3. Decide how long to go away for: Now that you’re up to speed on South Woodstock, you can work out the right length of your vacation. Pull together a draft plan and allocate enough time for all the things you want to do.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that’s left now is to pick a South Woodstock vacation package that brings all your bookings together.

Discover the most popular places to visit in South Woodstock

Taylor Brooke Winery

You can enjoy a tasting or tour at Taylor Brooke Winery during your travels to Woodstock. While in this quaint 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 top-notch restaurants or lively bars in this quaint area.

Roseland Cottage

Linda J. Rapoport Memorial Preserve

You can take time to visit Linda J. Rapoport Memorial Preserve during your travels to Woodstock. Take in the festivals while you're in the area.

Linda J. Rapoport Memorial Preserve