A rural landscape with rolling hills, a winding road, and autumn-colored trees.

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Check availability on Whitingham Hotels with a Pool

Tonight
Oct 23 - Oct 24
Tomorrow
Oct 24 - Oct 25
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Whitingham hotels with a pool

A stone fire pit surrounded by a grassy area with a tree and outdoor seating.
A room with a blue sofa, a plant, a lamp, and framed artwork on the wall.
A snow-covered house with a red exterior, two lit lanterns, and a snow-covered entrance.
A wooden table with a glass, a knife, a napkin, salt and pepper shakers, and a candle holder.

1. The Nutmeg

The Nutmeg
Wilmington
  • Summer river retreats with exclusive seasonal poolside fun from July through September.
₩238,590
₩262,448 total
includes taxes & fees
Nov 2 - Nov 3
The Nutmeg
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 desk with a lamp.
A bookshelf with various books and pamphlets, including titles like 'JIMINY' and 'Berkshire Landscapes'.

2. 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.
₩158,000
₩176,486 total
includes taxes & fees
Nov 22 - Nov 23
Hotel Downstreet, an Ascend Collection Hotel
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."

3. 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.
₩207,932
₩261,872 total
includes taxes & fees
Nov 22 - Nov 23
The Porches Inn at Mass MoCA
A swimming pool with a clear blue water, surrounded by lounge chairs and a lifebuoy on the wall.
A hotel entrance with a modern design, featuring a prominent entrance canopy and stone pillars.
A spacious lobby with a large flat-screen TV, modern seating, and a large window with a cityscape view.
A hotel room with two beds, a microwave, a coffee maker, and a small kitchenette.

4. Holiday Inn Express Hotel & Suites Brattleboro by IHG

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.
₩178,943
₩196,837 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Express Hotel & Suites Brattleboro by IHG
An indoor swimming pool with clear water, a diving area, and a view of the outdoors through large windows.
A fire feature with a metal frame and a brick wall in the background.
A modern living room with a fireplace, comfortable seating, a flat-screen TV, and a stone accent wall.
A modern restaurant with a long counter, multiple seating areas, and pendant lighting.

5. Fairfield Inn & Suites by Marriott Williamstown

Fairfield Inn & Suites by Marriott Williamstown
Williamstown
  • Swim indoors year-round at this welcoming retreat with an indoor pool, hot tub, and extended pool hours for ultimate relaxation.
₩191,296
₩213,677 total
includes taxes & fees
Nov 16 - Nov 17
Fairfield Inn & Suites by Marriott Williamstown
A log cabin interior with a stone fireplace, wooden furniture, and large windows.
A rustic dining area with a wooden table and chairs, large windows with a view of trees, and a kitchen area with white cabinets.
A modern bathroom with a glass-enclosed shower, a white sink, and toiletries on the counter.
A modern kitchen with wooden accents, a large island, stainless steel appliances, and a view of the outdoors.

6. Brook Bound Inn

Brook Bound Inn
Wilmington
  • Seasonal outdoor pool sparkles beneath Vermont's mountains at this recently remodeled lodge.
₩313,149
₩344,457 total
includes taxes & fees
Nov 17 - Nov 18
Brook Bound Inn
A swimming pool with a white fence, lounge chairs, and umbrellas, surrounded by lush greenery and a lake.
The entrance to an Inn & Restaurant with a white door and a sign above it.
A cozy room with a fireplace, wooden beams, a bookshelf, and a television.
A staircase with wooden railings and a chandelier.

7. Farm Road Estate

Farm Road Estate
West Dover
  • Splash into mountain magic at this Vermont estate where a seasonal outdoor pool meets luxury amid the ski slopes of Mt Snow.
₩256,245
₩354,772 total
includes taxes & fees
Nov 1 - Nov 2
Farm Road Estate
A swimming pool with a gazebo, outdoor seating, and a view of trees.
A cozy lounge area with a stone fireplace, comfortable seating, and a 'Hi' sign above.
A long dining table with chairs, large windows, and hanging disco balls.
A spacious lounge area with multiple seating options, including sofas and chairs, arranged around a central coffee table.

8. Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
West Dover
₩129,236
₩142,160 total
includes taxes & fees
Nov 22 - Nov 23
Hideaway Inn Mt. Snow
A swimming pool with a gazebo, a covered patio, and a house with a porch.
An outdoor patio area with wooden pergola, tables, and chairs.
A restaurant with multiple tables, chairs, a ceiling fan, and large windows.
A wooden entrance with a red door, a welcome sign, a framed map, and a potted plant.

9. The Inn At Quail Run

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.
₩258,473
₩284,320 total
includes taxes & fees
Nov 6 - Nov 7
The Inn At Quail Run
An indoor swimming pool with a tiled deck, safety signs, and a few chairs.
A hotel room with a sofa, a coffee table, a chair, a desk, and a lamp.
A hotel lobby with a reception desk, two sofas, a coffee station, and a dining area.
A hotel room with a bed, a sofa, a desk, and a chair. There are three framed pictures on the wall.

10. Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
Brattleboro
  • Relaxing indoor pool retreat with comfortable loungers sets the perfect stage for your Vermont ski getaway.
₩145,566
₩160,123 total
includes taxes & fees
Nov 22 - Nov 23
Comfort Inn & Suites Brattleboro I-91
View all properties

Choose what matters most at hotels with a pool in Whitingham

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Whitingham Hotel Reviews

New Englander Inn Bennington

New Englander Inn Bennington

8/10 Good
"Nice place and nice people running it. Full breakfast included. Nice bed but a bit too soft for us. Nice shower."
Denise 1-night trip
Posted 12 hours ago
New Englander Inn Bennington
Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

8/10 Good
"Older but well-maintained property. Rooms were clean and nice."
John 1-night trip
Posted 2 days ago
Hotel Vervana, Trademark Collection by Wyndham
Hampton Inn Brattleboro

Hampton Inn Brattleboro

10/10 Excellent
"The hotel was fairly new. Coffee was the only thing I felt needed changed."
Debbie 1-night trip
Posted 2 days ago
Hampton Inn Brattleboro
The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA

10/10 Excellent
"Very well done remodel, clean and modern"
Brad 1-night trip
Posted 3 days ago
The Porches Inn at Mass MoCA
Colonial Motel

Colonial Motel

8/10 Good
"The rooms are quite large. There were a lot of unfinished projects going on, so the property was messy and slightly unkempt. The breakfast was terrible. Trash bags were left out attracting skunks. Price made it a 4 star."
Andrea 3-night trip
Posted 3 days ago
Colonial Motel
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

8/10 Good
"Was a good room for a one night stay on a road trip."
Thomas 1-night trip
Posted 4 days ago
Comfort Inn & Suites Brattleboro I-91
Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield

10/10 Excellent
"This was the perfect location and having modern amenities and snacks and breakfast was lovely."
Margaret 2-night trip
Posted 11 days ago
Hampton Inn & Suites Greenfield

Frequently asked questions

What are some accommodations with pools in Whitingham?
Hotel Downstreet, an Ascend Collection Hotel: Offers daily, an indoor pool, and free self parking. The Williams Inn: Hotel, 1-minute walk from Green Mountain National Forest. Offers daily, a seasonal outdoor pool, and free self parking. Grand Summit Resort, A Vail Resorts Property: Hotel, 1-minute walk from Green Mountain National Forest. Features a sauna, a seasonal outdoor pool, and free self parking. Colonial Motel: Offers a sauna, an outdoor pool, and continental. Latchis Hotel: Provides continental, a pool, and free self parking.
What is there to see and do in Whitingham?
Spend some time experiencing the great outdoors at Harriman Reservoir and Deerfield River. Discover sights such as Green Mountain National Forest during your stay.
When is the best time to book a hotel with a pool in Whitingham?
Taking into account the local weather in Whitingham 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 Whitingham are January, March, November, and February, with each month seeing an average of 9 inches of snowfall.

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