Sullivan Vacations from $500

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Your Sullivan Vacation

When a city adventure is calling, answer it with a vacation package to Sullivan. With all your travel plans organized before you go, all you have to do here is focus on having the time of your life. Every trip to Sullivan just has to include a bit of sightseeing. Where to check out first? Elks Country Club and Sullivan County Courthouse are top attractions. That dream Sullivan vacation is clicks away. Explore accommodations, flights and more on Expedia for a getaway that's tailored to suit your travel style.

The Latest Sullivan vacation packages

Price found within the past 48 hours. Click for updated prices.
The Alexander, Autograph Collection

The Alexander, Autograph Collection

4 out of 5
Downtown Indianapolis
Price was $587, price is now $500 per person
$500
per person
Aug 14 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Indianapolis (IND)
8.8/10 Excellent! (1,005 reviews)
The room was very well laid out, bed comfortable! Staff was outstanding, very helpful from the moment we pulled up to the door! We arrived early due to a conference and they kept our luggage until our room was ready and when we checked out…conference not being over until the afternoon! Enjoyed the bar…food and drinks all very good in a relaxing area. A little walk to convention center mostly due to construction but definitely doable.

Reviewed on Jun 25, 2026

Spacious 5-Bedroom Blue Bungalow

Spacious 5-Bedroom Blue Bungalow

3 out of 5
Save 100% on your flight
Price was $2,290, price is now $1,870 per person
$1,870
per person
Jul 31 - Aug 3
found 1 hour ago
Roundtrip flight included
Dallas (DFW) to Indianapolis (IND)
No reviews
Omni Severin Hotel

Omni Severin Hotel

4 out of 5
Downtown Indianapolis
Price was $628, price is now $518 per person
$518
per person
Sep 4 - Sep 7
found 17 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Indianapolis (IND)
9.4/10 Exceptional! (1,089 reviews)
I can’t complain everything was A+

Reviewed on Jun 25, 2026

Inn at DePauw

Inn at DePauw

3.5 out of 5
Price was $1,187, price is now $990 per person
$990
per person
Sep 7 - Sep 13
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Indianapolis (IND)
9.4/10 Exceptional! (309 reviews)
Lovely property with spacious rooms and plenty of character.

Reviewed on Jun 14, 2026

Ironworks Hotel Indy

Ironworks Hotel Indy

4 out of 5
Price was $763, price is now $647 per person
$647
per person
Sep 4 - Sep 7
found 17 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Indianapolis (IND)
9.8/10 Exceptional! (1,972 reviews)
Staff was excellent. Loved the later checkout, other hotels, take note. Decor was unique. Food at Rize was amazing. I will definitely be back!

Reviewed on Jun 28, 2026

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Stay near popular Sullivan attractions

Sullivan County Park

7.2/5 (15 reviews)
This 461-acre lake offers prime fishing for crappie, bass, and catfish in a serene natural setting. Enjoy the 9-hole golf course or reserve a camping spot with amenities ranging from primitive sites to full RV hookups.
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Sullivan Hotel Deals

Days Inn by Wyndham Sullivan

Days Inn by Wyndham Sullivan

2 out of 5
907 W Sr 154 Hwy 41 And 154 Sullivan IN
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $112 total per night from Jul 19 to Jul 20
$112 total
Jul 19 - Jul 20
Total with taxes and fees
7.6/10 Good! (446 reviews)
"If traveling on business good luck getting a receipt!"

Reviewed on Jun 29, 2026

Days Inn by Wyndham Sullivan
Quiet Country Cabin • Near Trails & State Parks

Quiet Country Cabin • Near Trails & State Parks

Jasonville IN
10/10 Exceptional! (1 review)
"Very cozy, great place to stay with family or friends. Excellent view of the stars with a fire pit in the yard!"

Reviewed on Nov 17, 2025

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Quiet Country Cabin • Near Trails & State Parks
Waterfront Gem w/ Private Dock on Sullivan Lake!

Waterfront Gem w/ Private Dock on Sullivan Lake!

Sullivan IN
9/10 Wonderful! (2 reviews)
"Beautiful home. Very well stocked kitchen. Double boat dock was perfect for our boat. Will definitely book again for our next fishing trip!"

Reviewed on May 14, 2026

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Waterfront Gem w/ Private Dock on Sullivan Lake!
See all 101 properties in Sullivan
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
4,200
Max Temp Winter
40ºF
Max Temp Summer
80ºF
Top Sights
Elks Country Club and Sullivan County Courthouse

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Frequently asked questions

How much does a Sullivan vacation package cost?
You can pick up a vacation package to this destination from $500 on Expedia. However, how much your vacation to Sullivan costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Sullivan?
You can typically find reduced prices and greater availability in June, October and December. Browse our cheap Sullivan vacation packages and you could land some great off-season discounts.
How many days is enough for Sullivan?
With a well-planned itinerary, you can easily hit the main Sullivan attractions in a few days. But if you'd like to venture off the beaten track or go on day tours, consider booking your Sullivan vacation for longer.
How to find the best Sullivan package deals?
Use Expedia's filters to find some terrific Sullivan package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Sullivan package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Sullivan vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and hotels individually. Better still, you can personalize your Sullivan escape to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Sullivan?
Enjoy amazing discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Sullivan vacation.
Does Expedia offer Book Now, Pay Later Sullivan vacation packages?
Your Sullivan getaway is meant to be a relaxing escape from your daily routine, not a source of money-related stress. So to give you a little more flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there are no 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.