Glastenbury Packages (Flight + Hotel)

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Top hotels in Glastenbury

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
Fully refundable
The price is ฿5,402 per night from 16 Aug to 17 Aug
฿5,402
฿6,034 total
16 Aug - 17 Aug
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"This was a beautiful hotel close to the best part of North Adams. The gallery on the lobby floor gives it an upscale vibe but without too high a price tag. It was very convenient for our college visit to Williams College. It was very quiet even directly across from the elevator. The beds were very ..."

Reviewed on 17 Jul 2026

Hotel Downstreet, an Ascend Collection Hotel
Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

2.5 out of 5
141 West Main Street Bennington VT
Fully refundableReserve now, pay when you stay
The price is ฿3,973 per night from 26 Jul to 27 Jul
฿3,973
฿4,330 total
26 Jul - 27 Jul
includes taxes & fees
Hotel Vervana, Trademark Collection by Wyndham
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St. Manchester VT
Fully refundable
The price is ฿7,720 per night from 11 Aug to 12 Aug
฿7,720
฿9,898 total
11 Aug - 12 Aug
includes taxes & fees
9.4/10 Exceptional! (855 reviews)
"So charming. Wonderful staff. Must stay again!"

Reviewed on 19 Jul 2026

Kimpton Taconic Hotel by IHG
See all 2,107 properties in Glastenbury
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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.