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

Whitingham Hotel Guide - Hotels with Pool in Whitingham, Vermont

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Whitingham Hotels with Pool

Tonight
29 Sept - 30 Sept
Tomorrow
30 Sept - 1 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

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 wooden table with a glass, a knife, a napkin, salt and pepper shakers, and a candle holder.
A snow-covered house with a red exterior, two lit lanterns, and a snow-covered entrance.

1. The Nutmeg

The Nutmeg
Wilmington
  • Summer river retreats with exclusive seasonal poolside fun from July through September.
€203
includes taxes & fees
22 Oct - 23 Oct
The Nutmeg
An indoor swimming pool with blue tiles, a wooden wall, and a blue and white color scheme.
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.
A modern interior with a large window, a wooden table, and bar stools.

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.
€133
includes taxes & fees
14 Oct - 15 Oct
Hotel Downstreet, an Ascend Collection Hotel
A swimming pool with a gazebo, outdoor seating, and a view of trees.
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.
A cozy lounge area with a stone fireplace, comfortable seating, and a 'Hi' sign above.

3. Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
West Dover
€94
includes taxes & fees
27 Oct - 28 Oct
Hideaway Inn Mt. Snow
An outdoor seating area with Adirondack chairs and potted plants.
A building with a double door labeled "WELCOME" and "OFFICE," a "PARKING ONLY" sign, and flower baskets on either side of the entrance.
A hotel room with a bed, a nightstand, a lamp, a window with curtains, and a painting on the wall.
A covered porch with beige siding, white railings, and a row of wooden benches.

4. Cozy Corner Motel

Cozy Corner Motel
Williamstown
  • Pool paradise awaits with a lazy river and mountain views at this tranquil family-friendly retreat.
€96
includes taxes & fees
30 Sept - 1 Oct
Cozy Corner Motel
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 two-story house with a stone staircase leading to a wooden front door.
A wooden entrance with a red door, a welcome sign, a framed map, and a potted plant.

5. 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.
€198
includes taxes & fees
23 Oct - 24 Oct
The Inn At Quail Run
A rectangular swimming pool with a blue interior, surrounded by a white picket fence.
A patio area with wooden chairs and tables, surrounded by dense greenery and trees.
A hay bale display with pumpkins and scarecrows.
A hotel room with a TV, a desk, a chair, a dresser, a bed with a patterned bedspread, and a microwave.

6. Willows Motel Williamstown

Willows Motel Williamstown
Williamstown
  • Escape to a poolside oasis with a swim-up bar and the freedom to float from dawn to dusk.
€102
includes taxes & fees
1 Oct - 2 Oct
Willows Motel Williamstown
A log cabin interior with a stone fireplace, wooden furniture, and large windows.
A modern bathroom with a glass-enclosed shower, a white sink, and toiletries on the counter.
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 spacious kitchen with wooden cabinets, granite countertops, and a built-in dishwasher.

7. Brook Bound Inn

Brook Bound Inn
Wilmington
  • Seasonal outdoor pool sparkles beneath Vermont's mountains at this recently remodeled lodge.
€185
includes taxes & fees
27 Oct - 28 Oct
Brook Bound Inn
An indoor swimming pool with clear water, metal railings, and lounge chairs.
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.
A hotel room with two beds, a desk with a television, and a window with a mountain view.

8. 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.
€153
includes taxes & fees
25 Oct - 26 Oct
Hampton Inn Bennington
A garden with a large rock centerpiece, surrounded by various plants and a wooden structure in the background.
A modern bathroom with a glass-enclosed shower, a white toilet, and a white sink with a mirror above it.
A house with a porch, a wooden staircase, and a welcome sign.
A spacious dining area with multiple wooden tables and chairs, large windows with curtains, and a wooden ceiling.

9. Big Bears Lodge

Big Bears Lodge
West Dover
  • Dive into summertime bliss at this seasonal outdoor pool and year-round hot tub just minutes from Mount Snow's slopes.
€167
includes taxes & fees
5 Oct - 6 Oct
Big Bears Lodge
A large indoor swimming pool with clear water, surrounded by tiled walls and a ceiling with recessed lighting.
A compact hotel room with a kitchenette, a sofa, a small table, and a window with curtains.
A lobby with wooden paneling, a fireplace, and two green armchairs.
A spacious lobby with a stone wall, a reception desk, and a large window.

10. Hampton Inn Brattleboro

Hampton Inn Brattleboro
Brattleboro
  • Immerse in rejuvenating waters at this mountain-adjacent hotel featuring a pristine indoor pool and relaxing hot tub sanctuary.
€155
includes taxes & fees
28 Oct - 29 Oct
Hampton Inn Brattleboro
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

Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

8/10 Good
"Do not arrive before 3pm, you will be told to come back later. Think receptionist was having a bad weekend our stay… but rest of staff were friendly and helpful. Breakfast was just ok, bagels, toast, coffee was a bit slow to be refreshed and hot plate was not hot… this was noticed on our 2nd day when “hot food” was to be microwaved. Laundry facilities were ok, standard US top loader and dryer. Finding it was a bit of a task, for reference it’s on the ground floor of building 3 by the gym and outdoor pool. $1 for wash and same for dry, but you need 25c… and reception may/may not have change. Location is good, easy to get about and recommend the Madison Brewery along the road for food and a choice of beers. Room was clean and large with coffee machine, fridge & microwave. Room only serviced if requested, fine as we were only staying 2 nights."
John 2-night trip
Posted 9 hours ago
Hotel Vervana, Trademark Collection by Wyndham
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent
"Did well"
Eric 3-night trip
Posted 12 hours ago
Comfort Inn & Suites Brattleboro I-91
Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield

8/10 Good
"Breakfast was good. It was very pricey for such a town as Greenfield where I grew up. The shower/bathroom needs venting but it's probably structurally impossible"
Greg 2-night trip
Posted 12 hours ago
Hampton Inn & Suites Greenfield
Hampton Inn Brattleboro

Hampton Inn Brattleboro

10/10 Excellent
"The hotel was clean and it was quiet in my room. Staff were nice. It was conveniently located"
Lauren 2-night trip
Posted 1 day ago
Hampton Inn Brattleboro
Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

8/10 Good
"What I like is the room was well stocked, very clean and the staff is very helpful. What I did not like is the parking is very inconvenient and is quite a walk which is never fun in bad weather. They need more luggage carts. It looked like they have about 5 or 6 for about a 200 room hotel. There was only one place on the property to get breakfast in the morning. There is a stove and refrigerator in the room. I had no idea before hand those would be available!"
Richard 2-night trip
Posted 2 days ago
Grand Summit Resort, A Vail Resorts Property
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Great location; walkable to restaurants. Spacious 7th floor room had a nice town and mountain view. All staff friendly and helpful. Bed was comfortable; room very clean. Breakfast was minimal and uninspiring."
Karl 1-night trip
Posted 6 days ago
Hotel Downstreet, an Ascend Collection Hotel

Frequently asked questions

What are some accommodation options with pools in Whitingham?
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating: Offers daily, an indoor pool and free self parking. Cozy Lakeside Tiny Home, kayaks included, fishing, hot tub, Near Skiing: Hotel, 1-minute walk from Green Mountain National Forest. Offers daily, a seasonal outdoor pool and free self parking. Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake: Hotel, 1-minute walk from Green Mountain National Forest. Features a sauna, a seasonal outdoor pool and free self parking. Charming Home with Lake and Mountain View: Offers a sauna, an outdoor pool and continental. Hotel Downstreet, an Ascend Collection 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 the local weather in Whitingham into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Whitingham are January, March, November and February, with each month seeing an average of 23 cm of snowfall.