Glastenbury Holidays

Photo by Hannie
  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to S$134 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

Top hotels in Glastenbury

Hotel Downstreet, Ascend Hotel Collection

Hotel Downstreet, Ascend Hotel Collection

3 out of 5
40 Main St, North Adams, MA
The price is S$243 per night from 27 Jul to 28 Jul
S$243
27 Jul - 28 Jul
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"Great place"

Reviewed on 16 Jul, 2025

Hotel Downstreet, Ascend Hotel Collection
The Williams Inn

The Williams Inn

4 out of 5
101 Spring Street, Williamstown, MA
The price is S$338 per night from 10 Aug to 11 Aug
S$338
10 Aug - 11 Aug
includes taxes & fees
9.6/10 Exceptional! (472 reviews)
"We did not care for the barn door to the bathroom. Wouldn't stay closed and large gap meant a loud radio or TV required... Otherwise, our stay was great and we would definitely recommend it."

Reviewed on 22 Jul, 2025

The Williams Inn
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St., Manchester, VT
The price is S$335 per night from 30 Jul to 31 Jul
S$335
30 Jul - 31 Jul
includes taxes & fees
9.2/10 Wonderful! (779 reviews)
"I love that the hotel is dog friendly and have bikes and scooters available for guests. The room was comfortable and clean, nicely furnished. Staff was outstanding"

Reviewed on 15 Jul, 2025

Kimpton Taconic Hotel by IHG
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 Glastenbury holiday package cost?
You'll find cheap prices on Expedia for your Glastenbury getaway. However, a range of factors like the length of stay, hotel choice and season will determine how much your holiday to Glastenbury costs.
What are the cheapest months to go to Glastenbury?
January, February and March are the best times to search for cheap Glastenbury holiday packages. Travelling in quieter periods means you can typically find reduced prices on flights and accommodation.
How many days is enough for Glastenbury?
With a well-planned schedule, you can easily tick off the most popular Glastenbury sights in a handful of days. But if you want to explore off the beaten track or go on day tours, think about booking your Glastenbury holiday for longer.
How to find the best Glastenbury package deals?
Use Expedia's filter tool to help you find some terrific Glastenbury package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Glastenbury package deals in the off-peak season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your holiday package as early as possible.
Is it cheaper to book a Glastenbury holiday as a package?
You can enjoy significant savings on your next Glastenbury escape by booking a customised holiday package. Check the "Package" heading, then select your destination and travel dates to view some great hotel prices and airfares. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to Glastenbury?
Land fantastic discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment Glastenbury escape.
How to plan a trip to Glastenbury?

  1. Choose the perfect time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to Glastenbury.
  2. Plan your budget wisely: In addition to the price of your accommodation, you'll need to consider other expenses too. These include flights, transportation and food. Also, set aside a little extra for unexpected expenses that may arise during your trip to Glastenbury.
  3. Work out your trip length: Think about how much time you'd like to spend discovering Glastenbury. Plan your itinerary so you can get to all the activities and attractions you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a customised Glastenbury holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.