Jacksonville, VT

Travel Guide

Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

3 out of 5
89 Grand Summit Way West Dover VT
$172 nightly
The price is $189 total per night from Oct 19 to Oct 20
$189 total
Oct 19 - Oct 20
Total with taxes and fees
Book a stay at this spa resort in West Dover. Enjoy free WiFi, a full-service spa, and a free area shuttle. Popular attractions Mount Snow and Tumbleweed Ski ...
8.6/10 Excellent! (320 reviews)
"Always relaxing and enjoyable"

Reviewed on Oct 13, 2026

Grand Summit Resort, A Vail Resorts Property
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
$119 nightly
The price is $133 total per night from Nov 4 to Nov 5
$133 total
Nov 4 - Nov 5
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
Colonial Motel

Colonial Motel

3 out of 5
889 Putney Rd Brattleboro VT
$99 nightly
The price is $109 total per night from Nov 1 to Nov 2
$109 total
Nov 1 - Nov 2
Total with taxes and fees
Book a stay at this business-friendly motel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
6.2/10 (90 reviews)
"The location was ideal for the workshop we were attending. The room was okay but our friends who also stayed at the property were not so lucky. Our experience was fine but we could see that the Colonial Motel had seen better days. That said it seemed that the current owners were in the process of ..."

Reviewed on Oct 13, 2026

Colonial Motel
See all 1,314 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.
Mt Snow for families! Sprawling home, great views, skiing, snowmobiling, hiking

Mt Snow for families! Sprawling home, great views, skiing, snowmobiling, hiking

Whitingham VT
Book a stay at this family-friendly vacation home in Jacksonville. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Honora Winery and Jacksonville ...
10/10 Exceptional! (34 reviews)
"Beautiful home. Brilliantly designed. Love the deck . Enjoyed watching the wild turkeys. Very comf. Although we werent there often because of nearby obligations we love it here."

Reviewed on Aug 16, 2026

Mt Snow for families! Sprawling home, great views, skiing, snowmobiling, hiking
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! (20 reviews)
"This is one of the most unique places I’ve stayed. The bed was comfortable and the shower was great. The property is very convenient to the Northampton area. There is some noise from the nearby road."

Reviewed on Sep 28, 2026

Experience Three Sisters Sanctuary in Goshen, MA
FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!

FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!

Pownal VT
Book a stay at this family-friendly apartment in Pownal. Enjoy free WiFi, private pools, and a garden. Popular attractions Solomon Wright Library and Solomon ...
9.2/10 Wonderful! (92 reviews)
"We had a lovely stay at this property. We stayed in the lower apartment and check in was easy. The online instructions aren't the most up to date, but the hosts were very responsive and easy to get a hold of. Loved the smores kit and fire pit being fully stocked as well as the instant coffee provided. ..."

Reviewed on Oct 13, 2026

FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!
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.
See properties

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

Explore a world of travel with Expedia