Jacksonville, VT

Travel Guide

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

Jacksonville VT
Stay at this vacation home in Jacksonville. Enjoy free WiFi, a garden, and a pool table. Popular attractions Jacksonville Pond and Stickney Hill are located ...
8.8/10 Excellent! (39 reviews)
"This was the perfect getaway on a beautiful piece of property for us to rest and relax after long days of working at my father‘s house. Everything was clean and great working condition tons of room for all of us and the property was just incredible."

Reviewed on Aug 17, 2026

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Bright three-level home with water views, jetted tub, firepit, and pool table
Jacksonville Cabin w/ Wraparound Deck & Views

Jacksonville Cabin w/ Wraparound Deck & Views

Jacksonville VT
Book a stay at this family-friendly cabin in Jacksonville. Enjoy a garden, laundry facilities, and patios. Popular attractions Honora Winery and Jacksonville ...
9.6/10 Exceptional! (47 reviews)
"Nice quiet place in the woods. Plenty of room for 6 people. Long driveway. Kitchen well stocked. Livingroom large and cozy. Beds comfortable. House is on a hill, so the backyard is steep. Near a lake but access is limited. The lake is mostly marsh."

Reviewed on Sep 3, 2026

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Jacksonville Cabin w/ Wraparound Deck & Views
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
$127 nightly
The price is $142 total per night from Oct 14 to Oct 15
$142 total
Oct 14 - Oct 15
Total with taxes and fees
Book a stay at this business-friendly hotel in North Adams. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Hotel Downstreet, an Ascend Collection Hotel
See all 1,318 properties in Jacksonville
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.
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

Jacksonville VT
Stay at this vacation home in Jacksonville. Enjoy free WiFi, a garden, and a pool table. Popular attractions Jacksonville Pond and Stickney Hill are located ...
8.8/10 Excellent! (39 reviews)
"This was the perfect getaway on a beautiful piece of property for us to rest and relax after long days of working at my father‘s house. Everything was clean and great working condition tons of room for all of us and the property was just incredible."

Reviewed on Aug 17, 2026

Bright three-level home with water views, jetted tub, firepit, and pool table
Jacksonville Cabin w/ Wraparound Deck & Views

Jacksonville Cabin w/ Wraparound Deck & Views

Jacksonville VT
Book a stay at this family-friendly cabin in Jacksonville. Enjoy a garden, laundry facilities, and patios. Popular attractions Honora Winery and Jacksonville ...
9.6/10 Exceptional! (47 reviews)
"Nice quiet place in the woods. Plenty of room for 6 people. Long driveway. Kitchen well stocked. Livingroom large and cozy. Beds comfortable. House is on a hill, so the backyard is steep. Near a lake but access is limited. The lake is mostly marsh."

Reviewed on Sep 3, 2026

Jacksonville Cabin w/ Wraparound Deck & Views
Experience Three Sisters Sanctuary in Goshen, MA

Experience Three Sisters Sanctuary in Goshen, MA

Goshen MA
Stay at this vacation home in Goshen. Enjoy a garden and air conditioning. Popular attractions Three Sisters Sanctuary and Swift River are located nearby.
9.6/10 Exceptional! (17 reviews)
"It’s hard to put into words what an amazing experience it is to stay at The Three Sisters Sanctuary. We felt profoundly welcomed by our hosts- Richard, the Painted Lady apartment and the grounds themselves. It was such a gift to be able to spend time in the sculpture gardens and environment while ..."

Reviewed on Sep 5, 2026

Experience Three Sisters Sanctuary in Goshen, MA
See all properties in Jacksonville
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.

Stay near popular Jacksonville attractions

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.
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Frequently asked questions

Is Jacksonville worth visiting?
Jacksonville is worth visiting for its natural appeal, highlighted by the serene Jacksonville Pond, which offers a peaceful escape. Travelers can also explore a diverse culinary landscape, with a variety of North American and Asian cuisine options to savor.
When is the best time to visit Jacksonville?
The best time to visit Jacksonville is from May through September, when the weather is generally most pleasant for travelers. For those looking for fewer crowds and potentially better value, the cooler months of November through February offer a good alternative.
What is Jacksonville known for?
Jacksonville is known for Jacksonville Pond, a prominent local landmark that offers travelers a peaceful spot to visit. The area also features a North American food culture, providing diverse dining options to explore.
What is a good itinerary length for Jacksonville?
A good itinerary length for Jacksonville is one to two days. Travelers can spend time enjoying the natural setting of Jacksonville Pond, which is a key point of interest. There are also local North American, Asian, and Italian dining options to explore during your stay.
What are the top things to do in and around Jacksonville?
In Jacksonville, travelers can explore Jacksonville Pond, a natural point of interest.
What cuisines can you find in Jacksonville?
In Jacksonville you can find Caribbean cuisine, with dishes like jerk chicken, rice and peas, and plantains. Travelers can also enjoy North American options such as Southern soul food and Tex-Mex, plus Latin American flavors including Mexican and South American dishes.
Can I book a refundable hotel in Jacksonville?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Jacksonville by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Jacksonville with Expedia?
Expedia makes it easier to plan your Jacksonville trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Jacksonville?
The best choice depends on your travel style. Hotels in Jacksonville can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Jacksonville trip on Expedia?
Once you've booked your Jacksonville trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Jacksonville trip?
Expedia offers customer support before, during, and after your Jacksonville trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Jacksonville?
If it's your first trip to Jacksonville, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Jacksonville hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Jacksonville hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near Jacksonville

A calm lake reflecting a forest with autumn foliage.

Brattleboro

A calm lake surrounded by dense forest with autumn-colored trees.

Colrain

A restaurant named 'Dot's Restaurant' with a porch and flower boxes.

Wilmington

A rural landscape with a grassy field, a small wooden structure, and a forested hill in the background.

Marlboro

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