Glenwood Holidays

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    Save up to €900 when you book a flight and hotel together*

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

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

Top hotels in Glenwood

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6 Middletown NY
Fully refundable
The price is €121 per night from 30 Jul to 31 Jul
€121
30 Jul - 31 Jul
includes taxes & fees
Sleep Inn & Suites Middletown - Goshen
Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

2.5 out of 5
1 Sleep Way Monroe NY
Fully refundable
The price is €121 per night from 4 Aug to 5 Aug
€121
4 Aug - 5 Aug
includes taxes & fees
Sleep Inn & Suites Monroe - Woodbury
Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 out of 5
2 Bryle Place Chester NY
The price is €107 per night from 5 Aug to 6 Aug
€107
5 Aug - 6 Aug
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"Great staff and cleanliness."

Reviewed on 21 Jul 2026

Holiday Inn Express Hotel & Suites Chester by IHG
See all 633 properties in Glenwood
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 Glenwood holiday package cost?
You can grab a holiday package to this top destination on Expedia. However, how much your holiday to Glenwood costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Glenwood?
January, February and March are the best times to search for cheap Glenwood holiday packages. Choosing to travel in quieter months means you can generally find better prices on accommodation and flights.
How many days is enough for Glenwood?
With a well-organised travel plan, you can easily hit the main Glenwood sights in a handful of days. But if you want to discover hidden spots or go on day trips, consider booking your Glenwood holiday for longer.
How to find the best Glenwood package deals?
Start your search for a Glenwood package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add some filters, like "Guest rating" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Glenwood package deal straight away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Glenwood escape underway.
Is it cheaper to book a Glenwood holiday as a package?
An Expedia holiday package could score you significant savings when compared to booking accommodation and flights individually. Better still, you can customise your Glenwood trip to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a holiday package to Glenwood?
If you're planning an impromptu Glenwood adventure, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score incredible deals on your flights and hotels by booking well in advance.
How to plan a trip to Glenwood?

  1. Choose the ideal time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to visit Glenwood.
  2. Set a budget: Consider expenses like food, flights and transportation when working out how much to put aside for your trip to Glenwood. Then, choose a hotel that suits your budget, whether that's an affordable option or a more luxurious getaway.
  3. Decide how long to go for: Now that you're more familiar with Glenwood, you can figure out the right length of your break. Pull together a draft plan and give yourself enough time to cover everything you want to do.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to find a Glenwood holiday package that brings all your bookings together.

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