A covered bridge with a sign reading "Silk Road Bridge" and a height restriction of 10 feet 6 inches.

Find Hotels with a Pool in Bennington, VT

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Check availability on Bennington Hotels with a Pool

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Oct 1 - Oct 2
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Oct 2 - Oct 3
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Bennington hotels with a pool

Indoor pool
An outdoor patio area with tables and chairs, green umbrellas, and a building with large windows.
A spacious living room with a fireplace, comfortable seating, and large windows.
A two-story building with a symmetrical facade, a central entrance, and a well-maintained lawn.

1. Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
  • Family-friendly pools await at this Berkshires condo with indoor, outdoor, and kids' options.
$110 nightly
$123 total
Nov 1 - Nov 2
Total with taxes and fees
Vacation Village in the Berkshires
A blue building with a swimming pool, surrounded by trees and greenery.
A hotel room with a red sofa, a round wooden table, a black armchair, a bed, and a large window with a view of greenery.
A tree with a fallen trunk in a grassy area with a blue building in the background.
A modern conference room with round tables and orange chairs, large windows with a view of greenery, and a ceiling with a grid pattern and hanging lights.

2. Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham
Bennington
  • Soak up summer relaxation at this downtown hotel with a seasonal outdoor pool paradise.
$110 nightly
$120 total
Nov 1 - Nov 2
Total with taxes and fees
Hotel Vervana, Trademark Collection by Wyndham
A motel with a swimming pool, lounge chairs, and a sign for Knotty Pine Motel.
A spacious living room with a fireplace, a piano, and a dining area with round tables and chairs.
A white motel named Knotty Pine with a signboard, windows, and flower planters.
A kitchen with wooden cabinets, a stainless steel sink, a microwave, a kettle, a toaster, and a refrigerator.

3. Knotty Pine

Knotty Pine
Bennington
$151 nightly
$164 total
Oct 4 - Oct 5
Total with taxes and fees
Knotty Pine
An indoor swimming pool with clear water, metal railings, and lounge chairs.
A hotel room with two beds, a desk with a television, and a window with a mountain view.
A hotel reception area with a reception desk, a chandelier, framed pictures, and a coffee station.
A Hampton Inn hotel with a covered entrance and a clear sign indicating a 16-foot clearance.

4. Hampton Inn Bennington

Hampton Inn Bennington
Bennington
  • Dive into year-round aquatic bliss at this Bennington retreat with an immaculate indoor pool and thoughtful amenities.
$155 nightly
$169 total
Nov 1 - Nov 2
Total with taxes and fees
Hampton Inn Bennington
A hotel pool area with sun loungers and a clear blue pool.
A hotel reception area with a modern design, featuring a reception desk, seating area, and artwork on the walls.
A hotel room with a bed, bedside tables, a sofa, a wooden coffee table, and a painting on the wall.
A two-story hotel with a covered entrance, large windows, and a landscaped front yard with flower beds.

5. New Englander Inn Bennington

New Englander Inn Bennington
Bennington
  • Seasonal mountain escape awaits with a refreshing outdoor pool, plush sun loungers, and friendly staff to enhance your stay.
$92 nightly
$100 total
Oct 25 - Oct 26
Total with taxes and fees
New Englander Inn Bennington
An indoor swimming pool with blue tiles, a wooden wall, and a blue and white color scheme.
A reception area with a large landscape painting, a dark reception desk, and a potted plant.
A hotel room with a bed, a sofa, a TV, and a bathroom visible through an open door.
A modern bathroom with a large mirror, two sinks, a toilet, and towel racks.

6. Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
North Adams
  • Poolside bliss awaits with mountain views in this rejuvenating indoor pool and hot tub retreat.
$119 nightly
$133 total
Nov 1 - Nov 2
Total with taxes and fees
Hotel Downstreet, an Ascend Collection Hotel
A pool area with a clear blue pool, surrounded by snow-covered ground and buildings with red and green facades.
A row of red-roofed buildings with a central entrance and a grassy field in the foreground.
A stone fireplace with a fire, flanked by two leather armchairs and a small table with a plate of food and wine glasses.
A red building with a stone fire pit and outdoor seating.

7. Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property
West Dover
  • Take a plunge in the year-round outdoor pool at this Mount Snow resort, with relaxing hot tubs and spa facilities to rejuvenate.
$169 nightly
$186 total
Nov 1 - Nov 2
Total with taxes and fees
Grand Summit Resort, A Vail Resorts Property
Two people relaxing by a poolside with drinks, a building in the background, and a clear sky.
A cozy living room with a fireplace, a red armchair, a bookshelf, and a coffee table.
A hallway with a collection of plates on the walls, leading to a staircase.
A row of colorful Victorian-style houses with a prominent red one labeled "PORCHES."

8. The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
North Adams
  • Float peacefully day or night at this 24-hour outdoor pool and hot tub sanctuary.
$172 nightly
$192 total
Nov 1 - Nov 2
Total with taxes and fees
The Porches Inn at Mass MoCA
A swimming pool with a gazebo, outdoor seating, and a view of trees.
A cozy living room with a stone fireplace, a wooden coffee table, and comfortable seating.
A cozy lounge area with a stone fireplace, comfortable seating, and a 'Hi' sign above.
A spacious lounge area with multiple seating options, including sofas and chairs, arranged around a central coffee table.

9. Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
West Dover
$91 nightly
$100 total
Oct 28 - Oct 29
Total with taxes and fees
Hideaway Inn Mt. Snow
A swimming pool with a lifeguard chair, pool lift, and a seating area with chairs and tables.
A spacious living area with a fireplace, comfortable seating, and a stone accent wall.
A two-story building with a patio area featuring outdoor seating and a stone fire pit.
A treats display with snacks and sundries.

10. Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester
Manchester Center
  • Rejuvenating indoor pool sanctuary with mountain views offers a tranquil retreat after a day on the nearby ski slopes.
$147 nightly
$161 total
Nov 1 - Nov 2
Total with taxes and fees
Hampton Inn and Suites Manchester
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Choose what matters most at hotels with a pool in Bennington

Breakfast included
Hot tub
4 stars
5 stars
Spa

Hotels with pools and free breakfast in Bennington

An indoor swimming pool with clear water, metal railings, and lounge chairs.
A hotel room with two beds, a desk with a television, and a window with a mountain view.
A hotel reception area with a reception desk, a chandelier, framed pictures, and a coffee station.
A Hampton Inn hotel with a covered entrance and a clear sign indicating a 16-foot clearance.

Hampton Inn Bennington

Hampton Inn Bennington
Bennington
$155 nightly
$169 total
Nov 1 - Nov 2
Total with taxes and fees
Hampton Inn Bennington
A hotel room with a large bed, a desk with a chair, a balcony with a view, and a TV mounted on the wall.
A tree with a fallen trunk in a grassy area with a blue building in the background.
A hotel room with two beds, a desk, a chair, a TV, and a window with a view of greenery.
A hotel room with a red sofa, a round wooden table, a black armchair, a bed, and a large window with a view of greenery.

Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham
Bennington
$110 nightly
$120 total
Nov 1 - Nov 2
Total with taxes and fees
Hotel Vervana, Trademark Collection by Wyndham
A bedroom with a fireplace, two beds, a chair, and a nightstand.
A large, two-story house with a central entrance, surrounded by trees and a mountain backdrop.
A living room with a fireplace, a sofa, a coffee table, a cabinet, and two chairs.
A living room with a fireplace, a sofa, a coffee table, and a chair.

The Manchester View

The Manchester View
Manchester Center
$111 nightly
$122 total
Nov 1 - Nov 2
Total with taxes and fees
The Manchester View
A spacious living room with a fireplace, a piano, and a dining area with round tables and chairs.
A motel with a swimming pool, lounge chairs, and a sign for Knotty Pine Motel.
A white motel named Knotty Pine with a signboard, windows, and flower planters.
A kitchen with wooden cabinets, a stainless steel sink, a microwave, a kettle, a toaster, and a refrigerator.

Knotty Pine

Knotty Pine
Bennington
$151 nightly
$164 total
Oct 4 - Oct 5
Total with taxes and fees
Knotty Pine
A two-story building with a patio area featuring outdoor seating and a stone fire pit.
A spacious living area with a fireplace, comfortable seating, and a stone accent wall.
A hotel with a covered entrance, a flagpole with an American flag, and a brick building with multiple windows.
A swimming pool with a lifeguard chair, pool lift, and a seating area with chairs and tables.

Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester
Manchester Center
$147 nightly
$161 total
Nov 1 - Nov 2
Total with taxes and fees
Hampton Inn and Suites Manchester
A large two-story house with a front porch and a well-maintained lawn.
A cozy interior with a bar area, wooden furniture, and a Christmas tree.
A spacious room with high ceilings, wooden beams, large windows, and tables and chairs arranged for dining.
An aerial view of a residential area with houses, a tennis court, and a swimming pool.

The Landgrove

The Landgrove
Londonderry
$212 nightly
$231 total
Oct 15 - Oct 16
Total with taxes and fees
The Landgrove
A patio with four wooden chairs and a table set on a stone platform, overlooking a natural landscape with trees and distant hills.
A modern kitchen with a curved island, bar stools, wine bottles, and a television.
A spacious dining area with multiple tables and chairs, large windows, and a view of the outdoors.
An aerial view of a residential area with multiple houses, a tennis court, and a golf course.

The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel
Manchester Center
$111 nightly
$122 total
Nov 1 - Nov 2
Total with taxes and fees
The Palmer House Resort, an Ascend Collection Hotel
A spacious kitchen with wooden cabinets, a large island, and a dining area with floral tablecloths.
A picnic table in a grassy field with a white building with a red roof in the background.
A cozy cabin interior with a fireplace, wooden walls, a checkered chair, and a large window allowing natural light.
A hotel room with a bed, bedside lamps, a telephone, a window with curtains, and an air conditioning unit.

Four Winds Country Motel

Four Winds Country Motel
Manchester Center
$116 nightly
$128 total
Nov 1 - Nov 2
Total with taxes and fees
Four Winds Country Motel
A large red barn and a white house with a porch, surrounded by trees and a well-maintained lawn.
A cozy living room with a fireplace, bookshelves, and comfortable seating.
A swimming pool with lounge chairs, a red building with a tower, and lush greenery.
A bar area with wooden flooring, a leather sofa, and a bar counter with a variety of liquor bottles.

The Inn at Manchester

The Inn at Manchester
Manchester Village Historic District
$178 nightly
$196 total
Nov 1 - Nov 2
Total with taxes and fees
The Inn at Manchester
A cozy living room with two sofas, a coffee table, and a lamp. There is a wooden ceiling with exposed beams and a ceiling fan.
A cozy living room with wooden furniture, a coffee table, and a fireplace.
A welcoming entrance with a 'WELCOME' sign, a red door, and various seasonal flowers and decorations.
A traditional chalet with a sloped roof, flower boxes on the balcony, and a star-shaped emblem.

The Olympia Lodge

The Olympia Lodge
Manchester Center
$224 nightly
$247 total
Oct 23 - Oct 24
Total with taxes and fees
The Olympia Lodge
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Hotels with pools and hot tubs in Bennington

An indoor swimming pool with clear water, metal railings, and lounge chairs.
A hotel room with two beds, a desk with a television, and a window with a mountain view.
A hotel reception area with a reception desk, a chandelier, framed pictures, and a coffee station.
A Hampton Inn hotel with a covered entrance and a clear sign indicating a 16-foot clearance.

Hampton Inn Bennington

Hampton Inn Bennington
Bennington
$155 nightly
$169 total
Nov 1 - Nov 2
Total with taxes and fees
Hampton Inn Bennington
A two-story building with a patio area featuring outdoor seating and a stone fire pit.
A spacious living area with a fireplace, comfortable seating, and a stone accent wall.
A hotel with a covered entrance, a flagpole with an American flag, and a brick building with multiple windows.
A swimming pool with a lifeguard chair, pool lift, and a seating area with chairs and tables.

Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester
Manchester Center
$147 nightly
$161 total
Nov 1 - Nov 2
Total with taxes and fees
Hampton Inn and Suites Manchester
A cozy indoor space with a chalkboard sign advertising free fire entertainment from 7pm to 9pm.
A garden with various flowers and a stream.
A swimming pool with a clear blue water, surrounded by green grass and tall trees.
A modern building with a glass facade, a brick exterior, and a metal roof.

Toll Road Inn

Toll Road Inn
Manchester Center
$129 nightly
$142 total
Nov 1 - Nov 2
Total with taxes and fees
Toll Road Inn
A patio with four wooden chairs and a table set on a stone platform, overlooking a natural landscape with trees and distant hills.
A modern kitchen with a curved island, bar stools, wine bottles, and a television.
A spacious dining area with multiple tables and chairs, large windows, and a view of the outdoors.
An aerial view of a residential area with multiple houses, a tennis court, and a golf course.

The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel
Manchester Center
$111 nightly
$122 total
Nov 1 - Nov 2
Total with taxes and fees
The Palmer House Resort, an Ascend Collection Hotel
A covered patio area with a wicker sofa, a round table with drinks, and a chair.
Two people toasting with drinks on a balcony overlooking a large building with columns.
A spacious hotel lobby with a high ceiling, chandeliers, seating areas, and large windows.
A large indoor swimming pool with wooden beams and a central decorative element.

The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa
Manchester Village Historic District
$169 nightly
$186 total
Nov 1 - Nov 2
Total with taxes and fees
The Equinox Golf Resort And Spa
A swimming pool with a view of a barn and mountains in the background.
A four-poster bed with a wooden frame, a bench, a small table with a lamp, and a mirror on the wall.
A rustic room with wooden floors, a metal cart, shelves with plants, and a refrigerator.
A two-story house with a porch and outdoor seating area.

Hill Farm Inn

Hill Farm Inn
Arlington
$505 nightly
$551 total
Oct 25 - Oct 26
Total with taxes and fees
Hill Farm Inn
A spacious living room with a fireplace, leather sofas, a Christmas tree, and large windows.
A multi-story building with a brick chimney, a snow-covered lawn, and a paved driveway.
A bedroom with a bed, a lamp, a television, and a window with a view of a snowy landscape.
A pool area with two hot tubs and a brick patio.

Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Stratton
$227 nightly
$256 total
Oct 5 - Oct 6
Total with taxes and fees
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
A swimming pool with a stone border, surrounded by a snow-covered landscape and a wooden fence.
A bar area with wooden ceiling beams, bar stools, and a long counter with bottles and glasses.
A snow-covered landscape with a wooden cabin and modern buildings.
A snow-covered town with a church featuring a clock tower, surrounded by buildings and a mountain in the background.

Long Trail House at Stratton Mountain Resort

Long Trail House at Stratton Mountain Resort
Stratton
$391 nightly
$441 total
Oct 4 - Oct 5
Total with taxes and fees
Long Trail House at Stratton Mountain Resort
A building with a sign reading 'Fire Tower Restaurant & Tavern.'
A hotel room with a bed, a fireplace, a television, a window with curtains, and a red sofa.
A building with a sign reading 'Landmark' and a large spherical sculpture in the center.
A living room with a sofa, a wooden table, a dining table with chairs, a chandelier, and a framed picture on the wall.

Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna

Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna
Stratton
$199 nightly
$224 total
Oct 7 - Oct 8
Total with taxes and fees
Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna
A large estate with a swimming pool, tennis court, and a well-maintained lawn.
A spacious living room with a stone fireplace, leather sofas, and a television.
A group of people seated on white chairs outdoors in front of a large brick building with a covered patio.
A dining area with a buffet table, floral wallpaper, and a chandelier.

Wilburton Inn

Wilburton Inn
Manchester
$423 nightly
$465 total
Oct 4 - Oct 5
Total with taxes and fees
Wilburton Inn
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.
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Top Bennington Hotel Reviews

Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

10/10 Excellent
"Lovely clean room with very comfortable beds. The shower was absolutely amazing, super clean, all new and great pressure!! A lovely little patio and a funky lobby."
Petra 1-night trip
Posted 1 day ago
Hotel Vervana, Trademark Collection by Wyndham
Hampton Inn Bennington

Hampton Inn Bennington

10/10 Excellent
"Great Staff, wonderful breakfast and pet friendly. The room was perfect. Close to all."
Jacqueline 2-night trip
Posted 3 days ago
Hampton Inn Bennington

Frequently asked questions

How much does a hotel with outdoor pool in Bennington cost?
Enjoy staying in a hotel in Bennington with an outdoor pool. You can find a great deal from $99 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Are there hotels with outdoor pools that are close to Bennington Museum?
Hotel Vervana, Trademark Collection by Wyndham is a fantastic option for travellers seeking a refreshing outdoor pool experience close to the Bennington Museum. Rated 8.2 by guests, this hotel offers not only a serene pool area complete with sun loungers but also a complimentary continental breakfast and free Wi-Fi, making it both convenient and comfortable for families. Guests have praised the hotel for its clean and comfortable rooms, as well as the helpfulness of the staff, ensuring a pleasant stay.Another great choice is the Best Western Bennington, which features an outdoor pool that's superb for cooling off after a day of exploring the local attractions. With a review rating of 7.6, visitors appreciate the spacious and clean rooms, as well as the excellent breakfast options available at no extra cost. The friendly and helpful staff further enhance the experience, making it an ideal spot for families looking for comfort and good value.
Is it cheaper to book flights and a Bennington hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Bennington for you.

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