The Best Hotels with a Pool in Jacksonville, VT from ₩147,701 in 2026 | Expedia

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Check availability on Jacksonville Hotels with a Pool

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Jun 12 - Jun 14

Our top choices for Jacksonville hotels with a pool

Indoor pool

Hampton Inn Brattleboro

Brattleboro

Immerse in rejuvenating waters at this mountain-adjacent hotel featuring a pristine indoor pool and relaxing hot tub sanctuary.

₩209,603 total

includes taxes & fees

Jun 14 - Jun 15

Indoor pool, sun loungers

Comfort Inn & Suites Brattleboro I-91

Brattleboro

Relaxing indoor pool retreat with comfortable loungers sets the perfect stage for your Vermont ski getaway.

₩229,388 total

includes taxes & fees

Jun 7 - Jun 8

Exterior

Black Mountain Inn

Brattleboro

Refreshing poolside retreat in Black Mountain with seasonal swimming and scenic garden views.

₩209,479 total

includes taxes & fees

Jun 2 - Jun 3

Exterior

Inn on Putney Road

Brattleboro

Tranquil outdoor pool retreat complements this historic bed & breakfast with garden views and mountain adventures.

₩470,072 total

includes taxes & fees

Jun 1 - Jun 2

Indoor pool

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Brattleboro

Splash into family fun with a year-round indoor pool perfect for kids at this rural Vermont retreat.

₩279,680 total

includes taxes & fees

Jun 7 - Jun 8

Seasonal outdoor pool

Econo Lodge Brattleboro South

Brattleboro

Refresh poolside with a seasonal summer dip at this Vermont motel for adults only.

₩174,263 total

includes taxes & fees

Jun 14 - Jun 15

Front of property - evening/night

Chesterfield Inn

West Chesterfield

Serene mountain escape with a refreshing pool for a summer splash or winter warm-up at this rustic inn.

₩491,570 total

includes taxes & fees

Jun 1 - Jun 2

Seasonal outdoor pool

The Inn At Quail Run

Wilmington

Dive into summer luxury at this guesthouse's seasonal pool, complete with sauna and nearby bay views for a refreshing retreat.

₩322,709 total

includes taxes & fees

Jun 6 - Jun 7

View all properties

Choose what matters most at hotels with a pool in Jacksonville

Breakfast included

4 stars

Top Jacksonville Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

8/10 Good

"Pool and hot tub"

Hampton Inn Brattleboro

Hampton Inn Brattleboro

10/10 Excellent

"Checked in late and had a friendly and efficient welcome. Just a brief stay for us but it was an excellent experience. Hotel is well situated just a little bit off the highway, good available parking and a nice and clean pool and hot tub in the morning. A nice and hot if basic breakfast. The staff was uniformly helpful and pleasant. Will definitely stay here again."

Willows Motel Williamstown

Willows Motel Williamstown

10/10 Excellent

"This place is amazing! Very clean, well maintained, super accommodating, and they take continental Breakfast to a whole new level. it looks like a portrait cuz of the care and effort put into it. Great way to start your day Coffee, juice, milk, fruit, and I mean fruit, every fruit you can think of, nuts, variety of assorted bagels, bread, muffins, yogurt. But most of all the, energy, happy, positive, and helpful."

The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA

8/10 Good

"Loved my room, staff were friendly and helpful, and the breakfast included delicious bagels and lox. I hope to return, though I will specifically ask to not stay in the building that houses reception. It’s an historic building so not soundproofed, and I could hear every guest checking in and out, and all the sounds from the kitchen during breakfast hours - it was just a little noisy for me."

Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

8/10 Good

"Rooms were very clean, great coffee in the room. The resort(the actual area in general )is in “mud month”. Very few restaurants and stores were open. Not the fault of the resort. Refrigerator needed to be requested. The views were spectacular and the lobby was beautiful "

Frequently asked questions

What are some hotels with pools in Jacksonville?

Hotel Downstreet, an Ascend Collection Hotel: Offers daily, an indoor pool, and free self parking. Colonial Motel: Provides a full-service spa, 2 indoor pools, and a sauna. Hampton Inn Brattleboro: Features complimentary wired internet access, an indoor pool, and free self parking. Grand Summit Resort, A Vail Resorts Property: Resort, 3-minute walk from Mount Snow. Offers a full-service spa, an outdoor pool, and 2 hot tubs. The Porches Inn at Mass MoCA: Features a sauna, an outdoor pool, and continental.

What is there to see and do in Jacksonville?

The picturesque setting of Jacksonville Pond showcases the area's natural beauty. Discover sights such as H.O. Cook State Forest during your stay.

When is the best time to book a hotel with a pool in Jacksonville?

Taking into account the local weather in Jacksonville can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 64°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Jacksonville are January, March, November, and February, with each month seeing an average of 9 inches of snowfall.

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