Deals on vacations and trips to Jacksonville

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Jacksonville flight + hotel vacation packages

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Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3 out of 5
Price was $611, price is now $588 per person
$588
per person
Jul 27 - Jul 29
found 16 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Rutland (RUT)
This cabin doesn't skimp on freebies - guests receive free WiFi and free self parking. Enjoy ski-in/ski-out access and onsite ski storage. Enjoy the sauna and conveniences like express check-out and laundry facilities.
Harvest Barn Inn

Harvest Barn Inn

3 out of 5
Price was $4,408, price is now $4,186 per person
$4,186
per person
Sep 4 - Sep 10
found 21 hours ago
Roundtrip flight included
Eugene (EUG) to Rutland (RUT)
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free full breakfast each morning. A terrace is also provided.
Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington

2.5 out of 5
Price was $4,548, price is now $4,387 per person
$4,387
per person
Sep 4 - Sep 10
found 21 hours ago
Roundtrip flight included
Eugene (EUG) to Rutland (RUT)
This hotel features a 24-hour gym and an outdoor tennis court. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking. A 24-hour business center, free WiFi in public areas, and a terrace are also on offer.
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
Price was $4,448, price is now $4,305 per person
$4,305
per person
Sep 4 - Sep 10
found 21 hours ago
Roundtrip flight included
Eugene (EUG) to Rutland (RUT)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Families will appreciate the arcade/game room and onsite laundry facilities. Enjoy the gym and perks like free self parking and free WiFi.
Four Columns Inn

Four Columns Inn

4 out of 5
Price was $4,565, price is now $4,421 per person
$4,421
per person
Sep 4 - Sep 10
found 21 hours ago
Roundtrip flight included
Eugene (EUG) to Rutland (RUT)
A restaurant and a bar/lounge are featured at this bed & breakfast. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A garden and a picnic area are also provided.

Top Jacksonville hotels deals

Jacksonville Cabin w/ Wraparound Deck & Views

Jacksonville Cabin w/ Wraparound Deck & Views

Jacksonville VT
Get rates
This cabin features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
Free Cancellation
$154 nightly
The price is $172 total per night
$172 total
Jun 30 - Jul 1
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 2 conference rooms, free WiFi in public areas, and express check-out. Enjoy the hot tub and free perks like continental breakfast and free self parking.
Pool
Hot Tub
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

Whitingham VT
$725 nightly
The price is $812 total per night
$812 total
Jul 1 - Jul 2
Total with taxes and fees
This apartment features a hot tub and a sauna. Laundry facilities and barbecue grills are also provided.
Hot Tub
Breakfast included
Latchis Hotel

Latchis Hotel

2.5 out of 5
50 Main Street Brattleboro VT
Free Cancellation
Reserve now, pay when you stay
$121 nightly
The price is $134 total per night
$134 total
Jul 5 - Jul 6
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. Free parking and luggage storage are also offered on site.
Pet friendly
Parking included
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road Brattleboro VT
Free Cancellation
Reserve now, pay when you stay
$118 nightly
The price is $129 total per night
$129 total
Jul 2 - Jul 3
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and perks like free self parking.
Pool
Hot Tub
Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

2.5 out of 5
141 West Main Street Bennington VT
Free Cancellation
Reserve now, pay when you stay
$116 nightly
The price is $126 total per night
$126 total
Jul 12 - Jul 13
Total with taxes and fees
This hotel features a gym and an outdoor tennis court. Business travelers can take advantage of the free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking.
Pool
Breakfast included
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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.

Popular places to visit

Jacksonville Pond

Explore the great outdoors at Jacksonville Pond, a lovely green space in Jacksonville. Discover the area's mountain views and seek out the ski slopes.

Jacksonville Pond

Frequently asked questions

How much are vacation packages to Jacksonville?
With vacation packages being sold from as low as $588, there's no need to drain your bank balance for your visit to Jacksonville. Travelocity can help. Bundle your experiences, hotels and flights into a convenient package and score some exciting discounts. The more you book, the greater the savings.
Where can I get the best vacation package deals for Jacksonville?
Book your dream vacation with Travelocity. With access to 400 airlines and at least 1,000,000 hotels around the world, creating the ultimate Jacksonville package deal couldn't be simpler.
Why should I book my Jacksonville vacation package with Travelocity?
We've got a destination for every kind of globetrotter, top-notch service and 24/7 support. And to top all that off, we'll match any cheaper price you happen to find with our Price Match Guarantee.
Can I save money on my Jacksonville car rental if I combine it with hotels and flights?
Sure can — combine your car, hotel and flight into a Jacksonville vacation package and you can save a ton. With so much to see in Jacksonville, that rental vehicle will come in handy. Once you're in the driver's seat, put the stereo on and make your way to Fenway Park, a famous sight approximately 95 mi from Jacksonville.
Which airport is best for Jacksonville?
Bradley Intl. Airport (BDL) (60 mi away from the downtown area), Albany Intl. Airport (ALB) (50 mi away from central Jacksonville) and Rutland Southern Vermont Regional Airport (RUT) (50 mi away from central Jacksonville) are the main options in Jacksonville.
Where should I stay when visiting Jacksonville?
The Peaceful Cabin in the Woods and near the mountains is popular with many travelers. Book as soon as possible before it's too late.

Photos of local treasures

Browse Jacksonville vacation photos for more inspiration