Glenwood Vacations from $209

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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.
Pocono Mountain Villas by Exploria Resorts

Pocono Mountain Villas by Exploria Resorts

3.5 out of 5
Save 100% on your flight
Price was $369, price is now $209 per person
$209
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (957 reviews)
Room was a bit dirty, black hair strands on the bed, on the pillows, pots, dirty, refrigerator dusty on top, light in the kitchenette area had spiderwebs.

Reviewed on Nov 30, 2025

The Wilshire Grand Hotel

The Wilshire Grand Hotel

3.5 out of 5
Save 100% on your flight
Price was $452, price is now $268 per person
$268
per person
Feb 9 - Feb 13
found 21 hours ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (1,062 reviews)
the person at the desk was very helpful

Reviewed on Dec 2, 2025

Mount Airy Casino Resort - Adults Only 21+

Mount Airy Casino Resort - Adults Only 21+

4.5 out of 5
Save 100% on your flight
Price was $705, price is now $442 per person
$442
per person
Jan 8 - Jan 13
found 2 hours ago
Roundtrip flight included
San Juan (SJU) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,522 reviews)
Great place for a fun wknd away, TV is lacking and the buffet but overall great place to have adult fun in the Poconos.

Reviewed on Dec 1, 2025

Paradise Stream Resort

Paradise Stream Resort

3.5 out of 5
Save 100% on your flight
Price was $1,337, price is now $847 per person
$847
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8/10 Very Good! (1,019 reviews)
My husband and I stayed at this hotel for the second time. I truly love this place, the nature around it, and the chance to relax in the jacuzzi. However, I would kindly ask that you pay more attention to its cleanliness and proper sanitation. During our previous stay, we were offered meal options and could choose what we preferred. This time there was a buffet, but the same food was served two days in a row, which we didn’t enjoy very much.

Reviewed on Dec 1, 2025

Madison Hotel

Madison Hotel

4 out of 5
Save 100% on your flight
Price was $619, price is now $396 per person
$396
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,000 reviews)
Love staying at the Madison Hotel! Rooms are always clean and comfortable. Staff are friendly. We like how close it is to the train station for easy access to get into NYC.

Reviewed on Dec 1, 2025

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Glenwood Hotel Deals

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

2.5 out of 5
60 Centre Dr Central Valley NY
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $117 total per night from Dec 11 to Dec 12
$117 total
Dec 11 - Dec 12
Total with taxes and fees
9.2/10 Wonderful! (1,013 reviews)
It’s a little bit noisy when I turn the heat on

Reviewed on Nov 27, 2025

Hampton Inn Harriman Woodbury
Super 8 by Wyndham Mahwah

Super 8 by Wyndham Mahwah

2.5 out of 5
160 State Route 17 South Mahwah NJ
Fully refundableReserve now, pay when you stay
$74 nightly
The price is $85 total per night from Dec 7 to Dec 8
$85 total
Dec 7 - Dec 8
Total with taxes and fees
7.2/10 Good! (1,005 reviews)
Room was clean and staff was helpful

Reviewed on Nov 14, 2025

Super 8 by Wyndham Mahwah
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6 Middletown NY
Fully refundable
$101 nightly
The price is $119 total per night from Dec 23 to Dec 24
$119 total
Dec 23 - Dec 24
Total with taxes and fees
8.4/10 Very Good! (1,004 reviews)
Amazing staff room clean smells good beds are comfortable as well as the pillows … bathroom clean and love the set up

Reviewed on Nov 27, 2025

Sleep Inn & Suites Middletown - Goshen
See all 600 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 $209 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.

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