Book Exclusive Jacksonville Vacation Packages
Top Jacksonville hotels deals
GAMERS HAVEN, River Wine Inn!
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
Bright three-level home with water views, jetted tub, firepit, and pool table
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
Jacksonville Cabin w/ Wraparound Deck & Views
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
Hotel Downstreet, Ascend Hotel Collection
40 Main St, North Adams, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $185 per night
CA $185
CA $207 total
includes taxes & fees
May 29 - May 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
Colonial Motel And Spa
889 Putney Rd, Brattleboro, VT
Free cancellation
Reserve now, pay when you stay
The price is CA $135 per night
CA $135
CA $148 total
includes taxes & fees
Jun 8 - Jun 9
Stay at this 3-star spa motel in Brattleboro. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Brattleboro Bowl and United States Navy Seabee Bridge are located nearby.
Pool
Hot tub
The Porches Inn at Mass MoCA
231 River Street, North Adams, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $279 per night
CA $279
CA $370 total
includes taxes & fees
Jun 24 - Jun 25
Stay at this 3.5-star business-friendly hotel in North Adams. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Bracewell Park and Massachusetts Museum of Contemporary Art are located nearby.
Pool
Hot tub
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 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.Photos of local treasures
Browse Jacksonville vacation photos for more inspiration