Book Exclusive Jacksonville Vacation Packages

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Jacksonville flight + hotel packages

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Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3 out of 5
per person
May 18 - May 20
found 4 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Rutland (RUT)
Stay at this 3-star resort in Brownsville. Enjoy an outdoor pool, a business center, and a fireplace in the lobby. Our guests praise the helpful staff in our reviews. Popular attractions Mount Ascutney and Mt Ascutney State Park are located nearby.
Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
per person
May 18 - May 20
found 4 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Rutland (RUT)
Stay at this 3.5-star beach lodge in Bomoseen. Enjoy free parking, an outdoor pool, and a private beach. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Prospect Bay Country Club and Lake Bomoseen are located nearby.
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
per person
May 18 - May 20
found 4 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Rutland (RUT)
Book a stay at this ski hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Killington Resort and Pico Mountain at Killington Ski Resort are located nearby.

Top Jacksonville hotels deals

GAMERS HAVEN, River Wine Inn!

GAMERS HAVEN, River Wine Inn!

2 out of 5
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Book a stay at this family-friendly vacation home in Jacksonville. Enjoy a fitness center, a pool table, and cable/satellite TV service. Popular attractions Jacksonville Pond and Honora Winery are located nearby.
Hot tub
Kitchen
Jacksonville Cabin w/ Wraparound Deck & Views

Jacksonville Cabin w/ Wraparound Deck & Views

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Book a stay at this family-friendly cabin in Jacksonville. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Honora Winery and Jacksonville Pond are located nearby.
Kitchen
Washer
Bright three-level home with water views, jetted tub, firepit, and pool table

Bright three-level home with water views, jetted tub, firepit, and pool table

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Stay at this vacation home in Jacksonville. Enjoy a garden, a pool table, and patios. Popular attractions Jacksonville Pond and Honora Winery are located nearby.
Kitchen
Washer
This is it! Fabulous Vermont Cabin w/ 25 Acres to Explore! Spectacular Views!

This is it! Fabulous Vermont Cabin w/ 25 Acres to Explore! Spectacular Views!

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Stay at this cabin in Jacksonville. Enjoy free WiFi, 2 outdoor pickleball courts, and a garden. Popular attractions H.O. Cook State Forest and West Branch Wildlife Sanctuary are located nearby.
Hot tub
Kitchen
Hotel Downstreet, Ascend Hotel Collection

Hotel Downstreet, Ascend Hotel Collection

3 out of 5
40 Main St, North Adams, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $175 per night
CA $175
CA $196 total
includes taxes & fees
Apr 29 - Apr 30
Stay at this 3-star hotel in North Adams. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions MCLA Gallery 51 and North Adams Center are located nearby.
Pool
Hot tub
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road, Brattleboro, VT
Free cancellation
Reserve now, pay when you stay
The price is CA $147 per night
CA $147
CA $162 total
includes taxes & fees
Apr 29 - Apr 30
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions United States Navy Seabee Bridge and Brattleboro Bowl are located nearby.
Pool
Hot tub
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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

Jacksonville Vacations

Get your adventure off to an awesome start by brushing up on Jacksonville before you jet off.

If you travel 13 miles (21 kilometers) southwest of Brattleboro, or 16 miles (26 kilometers) northwest of Greenfield, you'll find yourself in Jacksonville.

Are you eager to mingle with the locals? That shouldn't be too difficult. 200 people call this part of Windham County home.

Places to visit in Jacksonville

Wine labels usually only tell us a fraction of the story about the drop inside. Why not pay a visit to Honora Winery for the full history behind their blends? Need more ideas? Whether they're enclosed by icy mountains or a much-needed oasis in the middle of a dry, desolate landscape, there's something truly special about lakes. Venture out and see what the view's like at Jacksonville Pond. And that's not all there is. Are you looking to reduce the stresses of your hectic life? Savor the fresh air as you go for a romp through Molly Stark State Park.

Where do you fly into for Jacksonville?

Put your seat in the upright position and get set to explore Jacksonville! Once you disembark at Bradley International Airport (BDL), the busy main streets will be just 60 miles (97 kilometers) to the north from here.

Frequently asked questions

How much are vacation packages to Jacksonville?
With vacation packages being sold from as low as CA $839, 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 153 kilometers from Jacksonville.
Which airport is best for Jacksonville?
Bradley Intl. Airport (BDL) (97 kilometers away from the downtown area), Albany Intl. Airport (ALB) (80 kilometers away from central Jacksonville) and Rutland Southern Vermont Regional Airport (RUT) (80 kilometers 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

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