Smallwood Vacations from $385
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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.
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
$10,900
per person
Dec 10 - Dec 15
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Miami (MIA)
8/10 Very Good! (1 review)
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....
Reviewed on Jun 22, 2016
Smallwood Hotel Deals
Charming Cottage with Jacuzzi, Fire Pit and Access to Nearby Lakes!
Monticello NY
9.8/10 Exceptional! (48 reviews)
"We had an amazing time at this cabin. It was our first trip with our son and the place was great for him as well as for our dog. The kitchen was well stocked, lots of dishes, cooking supplies, and spices. The living room was cozy and had plenty of room to relax. The bedrooms are a good size, we were ..."
Reviewed on Aug 7, 2026
Cozy Bethel Cabin Retreat with Private Hot Tub
Smallwood NY
9.8/10 Exceptional! (51 reviews)
"Property was very clean and check in was easy. Host was available if needed"
Reviewed on Sep 13, 2026
Rustic & cozy 2BR in Smallwood – dog friendly, near lake, hiking & Woodstock
Smallwood NY
9.8/10 Exceptional! (20 reviews)
"Nice rusticccharm and so close to Bethel! Thanks a lot"
Reviewed on Aug 30, 2026
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 |
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Frequently asked questions
How much does a Smallwood vacation package cost?
Offering excellent value package deals from $385 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
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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.
