Sullivan Vacations from $1,057
Book a Hotel + Flight or Car together to unlock savings
Your Sullivan Vacation
With a Sullivan vacation package, say goodbye to endless planning and hello to an effortless adventure. Every detail of your escape has been taken care of before departing, so you can spend more time discovering this fantastic city. Eager to do some sightseeing? A trip to Sullivan isn't complete without visiting Granite Gorge, Brentwood Golf Course and other major attractions. Don't delay visiting this destination any longer. Your perfect Sullivan vacation is only a few clicks away with Expedia.
The Latest Sullivan vacation packages
Price found within the past 48 hours. Click for updated prices.
Vikings Villages Resort
$1,057
per person
Dec 20 - Dec 26
found 4 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Springfield (VSF)
10/10 Exceptional! (240 reviews)
Love our stay in Vikings. Staff was amazing and very attentive and helpful. The cabins were beautiful, clean and had everything we needed. Very recommended. Hope to go back in the future.
Reviewed on Oct 13, 2026
Mount Snow Lodging by Vail Resorts
$2,090
per person
Dec 20 - Dec 26
found 4 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Springfield (VSF)
7.8/10 Good! (23 reviews)
The bar tender in the lounge on Saturday 10/18 was not friendly. Seemed like he didn’t like his job. He was the only one working and there were not many customers at the bar. Dining room had no one in it. He just was not attentive to me party of 3 who just wanted to order a drink. Fitness center at the Season was very nice but hours were not very accommodating
Reviewed on Oct 20, 2025
Sullivan Hotel Deals
Colonial Motel
889 Putney Rd Brattleboro VT
Fully refundableReserve now, pay when you stay
$99 nightly
$109 total
Nov 1 - Nov 2
Total with taxes and fees
6.2/10 (90 reviews)
"The location was ideal for the workshop we were attending. The room was okay but our friends who also stayed at the property were not so lucky. Our experience was fine but we could see that the Colonial Motel had seen better days. That said it seemed that the current owners were in the process of ..."
Reviewed on Oct 13, 2026
Latchis Hotel
50 Main Street Brattleboro VT
Fully refundableReserve now, pay when you stay
$140 nightly
$154 total
Nov 2 - Nov 3
Total with taxes and fees
8.6/10 Excellent! (1,001 reviews)
"They are right downtown with parking so, unlike other hotels in Brattleboro, guests can walk to local restaurants and attractions in this chrarming river town."
Reviewed on Oct 14, 2026
Best Western Plus Keene Hotel
401 Winchester St Keene NH
Fully refundableReserve now, pay when you stay
$142 nightly
$154 total
Nov 1 - Nov 2
Total with taxes and fees
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 Sullivan Vacation Packages
Sullivan Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 800 |
Top Sights | Colonial Theatre, Granite Gorge and Walpole Mountain View Winery |
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Frequently asked questions
How much does a Sullivan vacation package cost?
You can pick up a vacation package to this popular destination from $1,057 on Expedia. But how much your vacation to Sullivan costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Sullivan?
You can generally find lower prices and better availability in October, November and December. Take a look at our cheap Sullivan vacation packages and you could score some excellent off-season deals.
How many days is enough for Sullivan?
Usually, a handful of days is enough to visit the main attractions during your Sullivan vacation. However, if you'd like to have time to kick back or go on day trips, think about extending your trip.
How to find the best Sullivan package deals?
Begin your search for a Sullivan package deal by entering your destination and travel dates under our "Packages" tab. Then add some filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Sullivan package deal straight away, simply change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Sullivan getaway off to a flying start.
Is it cheaper to book a Sullivan vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and hotels separately. Better still, you can customize your Sullivan getaway to match your exact needs. Choose 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 Sullivan?
If you've got your Sullivan travel dates locked in, book early to grab some fantastic deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are great for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Sullivan vacation packages?
If you're anything like us, you love traveling the world but don't love the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your Sullivan trip across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.