Glenwood Vacations from $219

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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.
Peachtree Suites

Peachtree Suites

2.5 out of 5
Journal Square
Save 100% on your flight
Price was $333, price is now $219 per person
$219
per person
Mar 6 - Mar 9
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8.2/10 Very Good! (349 reviews)
I have been a frequent guest here and have had great stays, unlike my last one. I hope it was an unfortunate and rare moment because it's a sweet spot to stay in and enjoy both JC and NYC.

Reviewed on Jan 19, 2026

American Hotel

American Hotel

3.5 out of 5
Save 100% on your flight
Price was $402, price is now $242 per person
$242
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,001 reviews)
Great location on Main Street. Close to dining and night life. Clean rooms, nice bathrooms. Staff is first rate.

Reviewed on Jan 16, 2026

Pendry Natirar

Pendry Natirar

5 out of 5
Save 100% on your flight
Price was $1,865, price is now $1,146 per person
$1,146
per person
Apr 12 - Apr 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9.8/10 Exceptional! (7 reviews)
The staff is lovely and the property gorgeous. The room could have been more complete (no slippers to be found and no in-room mini bar amenities, which was surprising). The grounds are pristine and peaceful.

Reviewed on Jun 13, 2025

Landing Amazing 1bd, Courtyard, Tennis Court

Landing Amazing 1bd, Courtyard, Tennis Court

3 out of 5
Save 100% on your flight
Price was $1,220, price is now $789 per person
$789
per person
Mar 14 - Mar 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
No reviews
The George

The George

4 out of 5
Save 100% on your flight
Price was $767, price is now $518 per person
$518
per person
Mar 24 - Mar 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
9.4/10 Exceptional! (444 reviews)
Our room, a “family room” was great! Lots of space. Bathroom is quite small though. The wine happy hour was really fun and had great drinks and snacks. It was nice to meet new people. The candy closet brought me back to being a kid. All of the staff were friendly. Great hotel! We’ll be back.

Reviewed on Jan 18, 2026

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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
$106 nightly
The price is $130 total per night from Jan 26 to Jan 27
$130 total
Jan 26 - Jan 27
Total with taxes and fees
9.2/10 Wonderful! (1,038 reviews)
Yes

Reviewed on Jan 16, 2026

Hampton Inn Harriman Woodbury
Mountain Creek

Mountain Creek

3 out of 5
200 Route 94 Vernon NJ
$263 nightly
The price is $301 total per night from Jan 25 to Jan 26
$301 total
Jan 25 - Jan 26
Total with taxes and fees
8/10 Very Good! (668 reviews)
easy check-in/check-out

Reviewed on Jan 12, 2026

Mountain Creek
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6 Middletown NY
Fully refundable
$94 nightly
The price is $111 total per night from Feb 19 to Feb 20
$111 total
Feb 19 - Feb 20
Total with taxes and fees
8.6/10 Excellent! (1,005 reviews)
Excellent

Reviewed on Jan 17, 2026

Sleep Inn & Suites Middletown - Goshen
See all 597 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 $219 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.