South Woodstock Holidays

Book a Hotel + Flight or Car together to unlock savings

    deals illustration

    Better together

    Save up to £335 when you book a flight and hotel together*
    stays illustration

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration

    Rest easy

    Plan, book, and manage your trip all in one place

Your South Woodstock Holiday

When you organise a holiday package to South Woodstock, you can relax and enjoy your escape knowing that all your travel plans are under control. Discover the many delights of this lively city while based in a neighbourhood like Killingly, which is great for nature. You'll want to do some exploring during your trip to South Woodstock. Find time for popular attractions like Taylor Brooke Winery, Little River Plaza Shopping Centre and Harrisville Golf Course. Stop daydreaming and start doing. Check out the wide range of options on Expedia today and finally put your South Woodstock holiday plans into gear!

South Woodstock Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Worcester Regional Airport (ORH)
Population
1,300
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Taylor Brooke Winery, Roseland Park Golf Course and Woodstock Golf Course

Top hotels in South Woodstock

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
Fully refundableReserve now, pay when you stay
The price is £74 per night from 14 Jul to 15 Jul
£74
14 Jul - 15 Jul
includes taxes & fees
8.8/10 Excellent! (1,445 reviews)
"This property is the best value my family had on our vacation and possibly ever. We appreciated everything we experienced during our brief time spent on the property. Thank you."

Reviewed on 11 Jul 2025

Publick House Historic Inn and Country Motor Lodge
Wellsworth Hotel
Wellsworth Hotel
3 out of 5
14 Mechanic St, Southbridge, MA
Fully refundableReserve now, pay when you stay
The price is £89 per night from 20 Jul to 21 Jul
£89
20 Jul - 21 Jul
includes taxes & fees
9/10 Wonderful! (1,228 reviews)
"Liked quiet. Disliked no included breakfast."

Reviewed on 10 Jul 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
7.8/10 Good! (1,002 reviews)
"It’s nice and quiet also very clean well kept the staff is very nice I highly recommend it overall I’m happy"

Reviewed on 1 Jul 2025

Get rates
Inn on Storrs
See all 173 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

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 savour the top-notch restaurants.

Taylor Brooke Winery

Frequently asked questions

Why should I book my South Woodstock holiday with Expedia?
Expedia has your back for every detail of your upcoming South Woodstock trip. You'll always land the best prices around, but when you bundle your flights, accommodation and/or hire car into a holiday package, you'll score even bigger savings. Looking to really make the most of your stay? Add a few fun activities and tours to your package. We offer flexible cancellation policies on most bookings, so you won't need to worry if your travel plans change. Visit our Customer Service Portal link to learn more.
When is the best time of year to holiday in South Woodstock?
June, July and August are the busiest months in South Woodstock, while November, December and January are generally a lot quieter. To give you an idea of what type of weather to expect, the average temperature during the day in January, the coolest time of year in South Woodstock, is -2ºC. The warmest month here is July, when temperatures are around 22ºC.
How do I get a cheap holiday to South Woodstock?
Booking a South Woodstock holiday with Expedia is one of the best ways to save. We have access to more than 400 air carriers and 321,000 hotels around the world. With such a broad range to pick from, you'll have no hassles creating your ideal holiday. Learn more about how you can save money on your next holiday when you book a flight and hotel together with Expedia.
What should I do on my South Woodstock holiday?
Offering major attractions such as Taylor Brooke Winery and Roseland Park Golf Course, a holiday in South Woodstock is packed with exciting things to do and see. Harrisville Golf Course and Little River Plaza Shopping Centre are a couple of other sights worth discovering.
What is the best area to stay in when on holiday in South Woodstock?
If you plan to check out Harrisville Golf Course, maximise your time sightseeing and find a place to stay close by. It's one of the most popular attractions in South Woodstock.
Do I need a visa for my South Woodstock holiday?
Look up the latest rules on official government websites. Your nationality and whether you're travelling for study, leisure or business will determine if you need a visa for South Woodstock. Get familiar with the application process, including the required documentation, fees and turnaround times. Submit your application well in advance to allow sufficient time for processing. Some visas can take several weeks or even months to obtain, depending on the country and time of year.
What should I wear on my South Woodstock holiday?
Think about the type of activities planned during your South Woodstock trip and take versatile pieces that can be mixed and matched. For fashion inspiration or information on any dress codes, look up style blogs or social media accounts. Have a look at the weather forecast so you can pack appropriately. The warmest month in South Woodstock is July, with average daily temperatures of 22ºC. If you plan to travel during the coolest month of January, the mercury averages -2ºC during the day.
What does an Expedia South Woodstock holiday include?
With Expedia, you can choose a combination of car hires, flights and hotels to create your perfect South Woodstock package. Once you've made your booking, simply add on fun stuff like day tours and activities. Remember --- the more you bundle, the bigger the savings! Expedia features different kinds of properties, with the most sought after in South Woodstock being private holiday homes. With Expedia, you'll have the flexibility and freedom to personalise your holiday just how you like it.
Does Expedia offer Book Now, Pay Later South Woodstock holidays?
Expedia has joined forces with online lender Klarna to make your next trip easier on your hip pocket. Paying by instalment means you can spread the costs of your next big adventure, leaving you with more cash to spend while you're away. Klarna has several payment plans to pick from, so you're sure to find something that works with your budget. Consider these flexible payment options:

  • Pay monthly holidays: Klarna offers the ability to pay in multiple transactions that suit all budgets, so you can escape on that well-deserved holiday sooner.
  • No-deposit holidays: If not paying upfront for your getaway makes pressing that "book now" button easier, choose a no-deposit holiday plan with Klarna so that you can Book Now, Pay Later!

Can I choose my airline with a South Woodstock Expedia holiday?
Most definitely. We offer more than 400 partner airlines across the globe, so you can design your South Woodstock holiday according to your budget and travel needs.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.