Smallwood Vacations from $454

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

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

Your Smallwood Vacation

Our Smallwood vacation packages provide countless opportunities to enjoy new sights, sounds and experiences. And with all the travel planning worked out, you'll be free to enjoy your city escape to the fullest. Make your trip to Smallwood even more fulfilling by going sightseeing. Bethel Woods Center For The Arts, Bethel Woods and Monticello Casino and Raceway are some of the big attractions you'll want to explore. Stop dreaming and start traveling. Explore the wide range of options on Expedia today and finally put your Smallwood vacation plans into action!

The Latest Smallwood vacation packages

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

Creekside Inn

2.5 out of 5
Price was $1,174, price is now $454 per person
$454
per person
Jan 27 - Jan 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1,004 reviews)
Found a bottle Gatorade and water bottle when I entered the room. Was shcoked

Reviewed on Dec 26, 2025

Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Price was $1,532, price is now $680 per person
$680
per person
Feb 1 - Feb 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (1,001 reviews)
Perfect location and great bonus with beach towels and two free chairs on the beach.

Reviewed on Dec 27, 2025

The Shelborne By Proper, a Member of Design Hotels

The Shelborne By Proper, a Member of Design Hotels

4 out of 5
South Beach
Price was $1,970, price is now $875 per person
$875
per person
Feb 10 - Feb 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.4/10 Exceptional! (56 reviews)
Hotel was perfect to service to pool and beach to decor

Reviewed on Dec 24, 2025

Hawks Cay Resort

Hawks Cay Resort

4 out of 5
Price was $1,684, price is now $760 per person
$760
per person
Feb 28 - Mar 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1,003 reviews)
TV and. Internet was very spotty. Several promises to fix with no show. Otherwise really nice accommodations.

Reviewed on Dec 27, 2025

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Price was $1,533, price is now $701 per person
$701
per person
Mar 6 - Mar 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to New York (JFK)
9.2/10 Wonderful! (2,008 reviews)
Staff were wonderful. Hotel was a great experience

Reviewed on Dec 25, 2025

Don't see what you're looking for?
See all available trips from Columbus to Smallwood
View all trips

Smallwood Hotel Deals

Cozy Bethel Cabin Retreat with Private Hot Tub

Cozy Bethel Cabin Retreat with Private Hot Tub

Smallwood NY
9.6/10 Exceptional! (32 reviews)
Lovely and nicely furnished cabin! My husband and I enjoyed a quiet stay here with our pup. The bed/linens were cozy and the kitchen was well stocked. We especially enjoyed the covered private hot tub — the outdoor tv is a great addition. Location is convenient to the lake and a 10-min walk to the ...

Reviewed on Nov 9, 2025

Get rates
Cozy Bethel Cabin Retreat with Private Hot Tub
The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

4 out of 5
555 Resorts World Drive Monticello NY
$216 nightly
The price is $244 total per night from Jan 8 to Jan 9
$244 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
8/10 Very Good! (1,874 reviews)
I love it

Reviewed on Dec 21, 2025

The Kartrite Resort & Indoor Waterpark
Resorts World Catskills Casino

Resorts World Catskills Casino

4.5 out of 5
888 Resorts World Drive Monticello NY
Fully refundableReserve now, pay when you stay
$204 nightly
The price is $227 total per night from Dec 29 to Dec 30
$227 total
Dec 29 - Dec 30
Total with taxes and fees
8.6/10 Excellent! (1,114 reviews)
Great

Reviewed on Dec 21, 2025

Resorts World Catskills Casino
See all 1,139 properties in Smallwood
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 Smallwood Vacation Packages

Smallwood Essential Information

Language
English
Currency
U.S dollars
Population
580
Top Sights
The Kartrite Resort & Indoor Waterpark, Forestburgh Playhouse and Holiday Mountain Ski and Fun Park

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Smallwood vacation package cost?
Offering excellent value package deals from $454 on Expedia, you'll be surprised at how little a vacation to Smallwood costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Smallwood?
You can usually find lower prices and better availability in January, March and December. Check out our cheap Smallwood vacation packages and you could get some great off-season deals.
How many days is enough for Smallwood?
The ideal duration for your Smallwood vacation depends on what you'd like to do. Usually, a handful of days to a week will give you plenty of time to visit all the leading sights and explore some hidden treasures along the way.
How to find the best Smallwood package deals?
Begin your search for a Smallwood package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add a few filters, like "Popular locations" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Smallwood package deal right away, simply tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Smallwood adventure underway.
Is it cheaper to book a Smallwood vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component separately. And you'll still have the freedom to create a tailored Smallwood vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Smallwood?
Secure incredible discounts by reserving your flights in advance with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Smallwood vacation.
Does Expedia offer Book Now, Pay Later Smallwood vacation packages?
Set off on your perfect escape to Smallwood with our Book Now, Pay Later vacations. No need to save like crazy or hold off until your next paycheck — we've teamed up with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans mean you can spread the cost across 3, 6 or 12 months. With no late payment fees or extra charges, it's a breeze to stick to your budget and snap up bargains before they disappear.

Explore a world of travel with Expedia

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