Glenwood Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    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 refundableReserve now, pay when you stay
The price is S$137 per night from 1 Jul to 2 Jul
S$137
1 Jul - 2 Jul
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
"Very comfortable, clean room. There was even a recliner! Good breakfast compared to most hotels now."

Reviewed on 18 Jun, 2025

Sleep Inn & Suites Middletown - Goshen
Super 8 by Wyndham Middletown
Super 8 by Wyndham Middletown
2.5 out of 5
563 Route 211 E, I-84 Exit 4W Rt 17 Exit 120, Middletown, NY
Fully refundableReserve now, pay when you stay
The price is S$114 per night from 2 Jul to 3 Jul
S$114
2 Jul - 3 Jul
includes taxes & fees
6.2/10 (1,000 reviews)
"Very nice stay. Will return again."

Reviewed on 16 Jun, 2025

Super 8 by Wyndham Middletown
Best Western Hunt's Landing Hotel Matamoras/Milford
Best Western Hunt's Landing Hotel Matamoras/Milford
3 out of 5
120 Rtes 6 & 209, Matamoras, PA
Fully refundableReserve now, pay when you stay
The price is S$139 per night from 29 Jun to 30 Jun
S$139
29 Jun - 30 Jun
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
"Loved the fact that there were restaurants in the hotel so we didn’t have to go back out after our arrival."

Reviewed on 20 Jun, 2025

Best Western Hunt's Landing Hotel Matamoras/Milford
See all 590 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. 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.