Glenwood Vacation Packages 2026 from $433

Your Glenwood Vacation

Unforgettable adventures await when you book a vacation package to Glenwood. Whether you're a foodie, history buff or just a traveler who loves to discover new places, there's something for everyone in this interesting city. If your trip to Glenwood includes some sightseeing, hit up popular attractions like Mountain Creek Ski Resort, Mountain Creek Waterpark and Warwick Valley Winery and Distillery. Don't put off exploring this city any longer. The perfect Glenwood vacation is just a few clicks away with Expedia.

The Latest Glenwood vacation packages

Price found within the past 48 hours. Click for updated prices.

Off Soho Suites Hotel

Manhattan

$433

per person

Aug 27 - Aug 30

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)

8.4/10 Very Good! (1,004 reviews)

will come again.

Reviewed on Jun 30, 2026

Placemakr Wall Street

Manhattan

Save 100% on your flight

$704

per person

Sep 4 - Sep 8

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)

9.2/10 Wonderful! (940 reviews)

Amazing location, fabulous Roos and great staff. Fantastic value for money would thoroughly recommend

Reviewed on Jul 1, 2026

Hotel Riu Plaza Manhattan Times Square

Manhattan

Save 100% on your flight

$662

per person

Sep 12 - Sep 15

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)

9.2/10 Wonderful! (3,632 reviews)

Great location

Reviewed on Jul 1, 2026

Hotel Riu Plaza New York Times Square

Manhattan

Save 100% on your flight

$691

per person

Sep 12 - Sep 15

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)

9/10 Wonderful! (3,099 reviews)

Wonderful property. Small room but modern and clean. Great location. It would be nice if rooms had a microwave. Worst part was there are no ice machines and bar and coffee shop were reluctant to provide. Water in room was scalding hot. It literally melted a plastic cup. I’m glad our grandkids weren’t with us. Breakfast was excellent. Very busy but restaurant staff was quick and friendly. Coffee choice was limited. They wouldn’t let me take in a coffee from their own coffee shop. A laundry room would be excellent.

Reviewed on Jul 2, 2026

The William Hotel Midtown, New York

Manhattan

Save 100% on your flight

$459

per person

Aug 8 - Aug 11

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)

9.4/10 Exceptional! (178 reviews)

Pros: Great location and a very friendly and helpful staff. Cons: The public spaces downstairs are public, noisy and always full of people. Sometimes it was even difficult to reach the room because of the crowd at the hotel's main entrance.

Reviewed on Jun 20, 2026

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Glenwood Hotel Deals

Sleep Inn & Suites Middletown - Goshen

3491 Route 6 Middletown NY

Fully refundable

$112 nightly

$133 total

Jul 26 - Jul 27

Total with taxes and fees

8.8/10 Excellent! (1,049 reviews)

"I will never ever stay at this sleeps inn the house keeping service is horrible and the staff hang out at night with their friends. Also a couple of people were outside smoking pot"

Reviewed on Jul 2, 2026

Best Western Hunt's Landing Hotel Matamoras/Milford

120 Rtes 6 & 209 Matamoras PA

Fully refundableReserve now, pay when you stay

$118 nightly

$128 total

Jul 5 - Jul 6

Total with taxes and fees

8.6/10 Excellent! (1,000 reviews)

"Room was comfortable for our one night stay. We are seniors and need more issues to be handled. Would have been nice to have a recliner in the room also a walk in shower."

Reviewed on Jun 30, 2026

La Quinta Inn & Suites by Wyndham Middletown-Goshen

551 Route 211 E Middletown NY

Fully refundableReserve now, pay when you stay

$123 nightly

$146 total

Jul 26 - Jul 27

Total with taxes and fees

9.4/10 Exceptional! (1,001 reviews)

"Rooms were clean and A/C worked well. Lots of water pressure in the shower. Friendly staff."

Reviewed on Jul 2, 2026

See all 632 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.

Find the Best Glenwood Vacation Packages

Glenwood Essential Information

Language	English
Currency	U.S dollars
Closest Airport	Stewart Intl. Airport (SWF)
Top Sights	Mountain Creek Waterpark, Mountain Creek Ski Resort and High Point State Park

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Frequently asked questions

How much does a Glenwood vacation package cost?

You can grab a vacation package to this top destination from $433 on Expedia. However, how much your vacation 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?

If you're hoping to snag a cheap Glenwood vacation package, consider visiting in December, January and February. You'll typically find lower rates on hotels and airfares during these quieter months — perfect for budget-conscious travelers.

How many days is enough for Glenwood?

Usually, a handful of days is enough to see the major sights during your Glenwood vacation. However, if you'd like to have time to chill out or take day tours, think about extending your trip.

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 vacation as a package?

An Expedia vacation package could score you significant savings when compared to booking accommodations and flights individually. Better still, you can customize 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 vacation 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.

Does Expedia offer Book Now, Pay Later Glenwood vacation packages?

Your Glenwood trip is meant to be a relaxing escape from your daily routine, not a source of money-related stress. So to give you more flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.

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

Glenwood Vacations from $433

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Your Glenwood Vacation

The Latest Glenwood vacation packages

Off Soho Suites Hotel

Placemakr Wall Street

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza New York Times Square

The William Hotel Midtown, New York

Glenwood Hotel Deals

Sleep Inn & Suites Middletown - Goshen

Best Western Hunt's Landing Hotel Matamoras/Milford

La Quinta Inn & Suites by Wyndham Middletown-Goshen

Find the Best Glenwood Vacation Packages

Glenwood Essential Information

More vacations you might like

Frequently asked questions

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