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Our top choices for Whitingham hotels

Inn on Putney Road

Inn on Putney Road
4.0 star property
Brattleboro
9.8 out of 10, Exceptional, (56)
"wonderful atmosphere, great breakfast, friedly staff, great location"
United States
Kurt
$235 nightly
The price is $258
Jan 1 - Jan 2, 2026
Total with taxes and fees
Inn on Putney Road

Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (340)
"Very nice historic inn. We enjoyed our stay. Breakfast was exceptional."
United States
scott
$140 nightly
The price is $155
Jan 15 - Jan 16, 2026
Total with taxes and fees
Colonel Williams Inn

The Four Chimneys Inn

The Four Chimneys Inn
4.0 star property
Bennington
9.4 out of 10, Exceptional, (280)
"What an absolutely amazing stay!! Everything was perfect. Highly recommend having dinner onsite. "
United States
Jon
$227 nightly
The price is $248
Jan 22 - Jan 23, 2026
Total with taxes and fees
The Four Chimneys Inn

The Nutmeg

The Nutmeg
3.5 star property
Wilmington
9.4 out of 10, Exceptional, (414)
"This was a beautiful quaint property with delightful and attentive staff. The French toast breakfast was amazing! "
United States
John
$159 nightly
The price is $175
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Nutmeg

Chesterfield Inn

Chesterfield Inn
4.0 star property
West Chesterfield
9.0 out of 10, Wonderful, (104)
"Great stay"
United States
Wayne
$307 nightly
The price is $334
Jan 13 - Jan 14, 2026
Total with taxes and fees
Chesterfield Inn

Vikings Villages Resort

Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (155)
"It was wonderful & staff was great! I loved staying here!"
United States
Leticia
$223 nightly
The price is $243
Dec 28 - Dec 29
Total with taxes and fees
Vikings Villages Resort

The Hermitage Inn Vermont

The Hermitage Inn Vermont
4.0 star property
West Dover
9.2 out of 10, Wonderful, (15)
"Great stay,beautiful property!"
United States
Vibhavasu
$347 nightly
The price is $382
Dec 29 - Dec 30
Total with taxes and fees
The Hermitage Inn Vermont

The White House Inn

The White House Inn
3.5 star property
Wilmington
9.2 out of 10, Wonderful, (265)
"We stayed at the White House in two weekends in a row while our house was under construction. We loved that they had music until 9 and that the room was clean and the beds were comfortable. The staff made sure we had everything we needed. We would definitely recommend."
United States
Stacy
$184 nightly
The price is $202
Jan 4 - Jan 5, 2026
Total with taxes and fees
The White House Inn

The Trail in Adams - Berkshires’ Art Hotel

The Trail in Adams - Berkshires’ Art Hotel
2.5 star property
Adams
9.0 out of 10, Wonderful, (143)
"Staff was great, very clean, Breakfast was terrific"
United States
michael
$174 nightly
The price is $194
Dec 25 - Dec 26
Total with taxes and fees
The Trail in Adams - Berkshires’ Art Hotel

The Wilmington Inn

The Wilmington Inn
3.5 star property
Wilmington
10.0 out of 10, Exceptional, (196)
"Relaxing stay with great hiking nearby"
United States
Charlotte
$201 nightly
The price is $221
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Wilmington Inn

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 star property
Brattleboro
8.8 out of 10, Excellent, (1000)
"Very clean room, gentlemen at the front desk were welcoming and professional and the coffee was amazing! We are frequent visitors with you; we love IHG hotels. "
United States
Belinda
$144 nightly
The price is $158
Dec 31 - Jan 1, 2026
Total with taxes and fees
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel
2.5 star property
West Chesterfield
9.6 out of 10, Exceptional, (629)
"Clean room, beautiful location"
United States
Marcie
$152 nightly
The price is $165
Jan 22 - Jan 23, 2026
Total with taxes and fees
Riverside Hotel, an Ascend Collection Hotel

Harwood Hill Motel

Harwood Hill Motel
2.0 star property
Bennington
9.4 out of 10, Exceptional, (575)
"Lovely place to stay."
United States
Mary
$130 nightly
The price is $142
Dec 28 - Dec 29
Total with taxes and fees
Harwood Hill Motel

Blue Vista Motor Lodge

Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (196)
"The suite I booked was very spacious and clean. I enjoyed the hot tub and sauna, fire pits and the view. A very relaxing place to stay. "
United States
Jean
$179 nightly
The price is $189
Dec 28 - Dec 29
Total with taxes and fees
Blue Vista Motor Lodge

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very Good, (928)
"The room was very clean, and both staff and service were outstanding."
United States
Wonji
$147 nightly
The price is $161
Dec 30 - Dec 31
Total with taxes and fees
Hampton Inn Brattleboro

The Inn At Quail Run

The Inn At Quail Run
2.5 star property
Wilmington
9.0 out of 10, Wonderful, (71)
"Property was just as described, it was great staying there, outdoors was beautiful."
United States
Tami
$175 nightly
The price is $193
Dec 25 - Dec 26
Total with taxes and fees
The Inn At Quail Run

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (742)
"Spectular continental breakfast and really nice staff. Room was clean and beautiful. Amazing stay overall!"
United States
Jack
$117 nightly
The price is $129
Dec 28 - Dec 29
Total with taxes and fees
Comfort Inn & Suites Brattleboro I-91

Farm Road Estate

Farm Road Estate
3.0 star property
West Dover
10.0 out of 10, Exceptional, (77)
"Room was clean, staff friendly, amenities were good"
United States
Movses
$349 nightly
The price is $384
Jan 6 - Jan 7, 2026
Total with taxes and fees
Farm Road Estate

Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (474)
"Clean, very friendly staff. Will stay again."
United States
Scot
$104 nightly
The price is $114
Jan 1 - Jan 2, 2026
Total with taxes and fees
Black Mountain Inn

South Shire

South Shire
4.0 star property
Bennington
9.2 out of 10, Wonderful, (118)
"Great period decor! Spacious rooms and an inviting living room to relax. Also walking distance to downtown shops and restaurants was a real plus!"
United States
Roseann
$170 nightly
The price is $186
Jan 4 - Jan 5, 2026
Total with taxes and fees
South Shire
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Learn more about Whitingham

Love wineries and parks? Get away to Whitingham!

Photo Art @Harriman Reservoir
Photo by Free Love Hippie
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Top Whitingham Hotel Reviews

More cheap stays in Whitingham

Hotels in Whitingham with star-rating

Find out more about Whitingham

Top reasons to visit Whitingham

  • Outdoor Adventures: Whitingham is perfect for outdoor enthusiasts, offering skiing in winter and scenic hiking trails in summer.
  • Beautiful Natural Attractions: Explore Whitingham State Park and Lake Whitingham for stunning views and recreational activities.
  • Family-Friendly Atmosphere: The welcoming locals and family-friendly environment make it an ideal vacation spot.
  • Charming Accommodations: Enjoy cozy bed & breakfasts and agritourism properties that cater to various needs.
  • Local Events: Experience the community's charm through local events that highlight Whitingham's spirit and culture.

Find great hotels near Whitingham

Discover a range of charming accommodations in Whitingham, Vermont, perfect for your next getaway. Whether you're seeking a cozy bed & breakfast or an agritourism property, you'll find options that cater to adventure-seekers and families alike. Enjoy pet-friendly amenities and explore the local area while staying at some of the best hotels in Vermont. Check out the Wilmington Inn and read hotel reviews to help you choose the ideal place for your vacation.

  • Hotel Downstreet, Ascend Hotel Collection: Nestled 13 miles from Whitingham, Hotel Downstreet offers a warm and welcoming environment, ideal for LGBTQIA travelers and pet owners alike. This 3-star hotel is committed to inclusivity and comfort, featuring accommodations that allow pets onsite, including dogs and cats. The property boasts a friendly atmosphere supported by a knowledgeable staff, ensuring every guest feels at home. With unique amenities catering to both leisure and business travelers, this hotel provides a delightful stay for those seeking a blend of relaxation and adventure in the heart of Vermont.
  • Fairfield Inn & Suites by Marriott Williamstown: Located 16 miles from Whitingham, Fairfield Inn & Suites by Marriott Williamstown is perfect for business-minded travelers looking for modern conveniences combined with a welcoming vibe. This property offers a range of business amenities, including an accessible business center, meeting rooms, and conference space, making it an excellent choice for corporate stays. The hotel also warmly embraces the LGBTQIA community, ensuring all guests feel included. With comfortable accommodations and a focus on service, this hotel is designed to meet the needs of both business and leisure visitors.
  • The Autumn Inn: Situated 16 miles from Whitingham, The Autumn Inn is a cozy motel that warmly welcomes pet owners. With a pet-friendly policy allowing pets onsite, this motel offers a comfortable stay for those traveling with furry companions. Guests can enjoy a homey atmosphere where relaxation is a priority. The Autumn Inn is perfect for travelers seeking a straightforward, no-frills lodging experience while still being close to the beautiful landscapes of Vermont. Its commitment to service and comfort makes it a delightful choice for a memorable stay.

Where to stay near Whitingham

Whitingham, Vermont, is a hidden gem perfect for outdoor enthusiasts seeking adventure. With its family-friendly atmosphere and welcoming locals, you'll find plenty of opportunities for skiing and exploring the stunning scenery. Nearby neighborhoods offer a sense of seclusion and tranquility, making it an ideal destination for a relaxing getaway. Whether you're hitting the slopes or enjoying warm weather activities, Whitingham promises a memorable vacation experience filled with hospitality and natural beauty.

  • Wilmington: Located 6 miles from Whitingham, Wilmington is a charming city that attracts adventurers year-round, though its peak visitor months are July and September to October. Known for its excellent skiing opportunities, Wilmington is a winter sports haven with access to ski fields and resorts. In addition to winter activities, the area is surrounded by stunning natural landmarks, including picturesque lakes, majestic mountains, and serene valleys, making it a great spot for hiking and outdoor exploration during warmer months.
  • North Adams: Just 13 miles from Whitingham, North Adams is a vibrant city that offers a unique blend of adventure and cultural experiences. Although visitor numbers peak in June to July and September, its appeal spans all seasons. Known for its ski resorts and outdoor activities, North Adams is also home to an impressive art museum and a vibrant public art scene. The local cultural center enriches the experience, making it an excellent destination for those looking to combine outdoor thrills with artistic exploration.
  • West Dover: Situated 10 miles from Whitingham, West Dover is a lively city that draws visitors primarily for its winter sports, particularly from January to March. This city is well-known for its ski resorts and breathtaking natural surroundings, including lakes, mountains, and valleys. Whether you're hitting the slopes in the winter or hiking during the summer, West Dover provides a perfect setting for adventure enthusiasts looking to immerse themselves in Vermont's stunning landscape.

Things to do near Whitingham

Whitingham, Vermont, is an ideal destination for outdoor enthusiasts, offering a range of winter activities like skiing at local resorts and ski fields. Adventure seekers can also explore scenic hiking trails during the warmer months. Additionally, keep an eye out for local events that showcase the community's charm and spirit, making your visit truly memorable.

Shopping

In Whitingham, check out the Brattleboro Farmers' Market, 15 miles away, for fresh local produce and unique crafts. If you're up for a drive, visit Lamson and Goodnow, also 15 miles away, for quality kitchenware, or head to North Adams Center, 13 miles away, for a family-friendly shopping experience.

Recreation

At Mount Snow Golf Course, enjoy a round of golf surrounded by breathtaking landscapes and invigorating outdoor vibes, only 10 miles from Whitingham. For relaxation, visit Windsor Lake Park, 13 miles away, where you can unwind by the serene water and embrace wellness in nature.

Adventure

Experience the thrill of skiing at Mount Snow, located 12 miles from Whitingham, where you can enjoy diverse slopes and vibrant sports culture. Alternatively, Berkshire East Ski Resort, also 12 miles away, offers a blend of adventure and outdoor fun, perfect for adrenaline seekers.

Nightlife

For a fun night out, visit the Shelburne Falls Bowling Alley, where you can enjoy arcade games and bowling. For a more cultural experience, catch a show at the Adams Theater, or explore the stars at the Hopkins Observatory, perfect for a unique and entertaining evening.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Whitingham

To save money on your trip to Whitingham, Vermont, consider visiting during the cheaper months of April to May or November, and aim to book your stay on a Tuesday for the best rates. Utilize Expedia's search tool to filter hotel options by budget and amenities, and consider package deals for combined savings on flights and activities. Joining Expedia’s One Key membership can also provide exclusive discounts and rewards on future bookings. Look for eco-certified hotels to combine savings with sustainability for a more affordable stay.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Whitingham are April to May and November, where the prices are slightly lower. This is in comparison to February, July and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Whitingham is Tuesday. The most expensive day to stay in Whitingham is Saturday.
  • Find cheap hotels on Expedia: Expedia’s search tool makes it easy to choose your budget, desired location, and additional preferences. You can organize your results to display prices from lowest to highest, allowing you to find the most affordable hotels first. Additionally, you can refine your options by hotel category; for instance, selecting the Eco-certified filter will show you sustainable and environmentally-friendly hotels available for booking.
  • Consider bundling your trip: You can save money by combining your hotel stay in Whitingham with your flights and activities through an Expedia package deal.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Whitingham

Whitingham, Vermont, is a fantastic destination for outdoor enthusiasts, offering ski adventures, nature reserves, and scenic lakes. Visitors can explore local attractions such as Whitingham State Park and Lake Whitingham, perfect for those seeking adventure and cultural experiences. Don't forget to check out local gift shops for unique souvenirs to remember your trip. Whether you're looking for outdoor activities or a relaxing getaway, Whitingham has something for everyone.

  • Harriman Reservoir: Located 2 miles from Whitingham, Harriman Reservoir is a picturesque dam surrounded by stunning scenery. It's perfect for a relaxing day outdoors, offering opportunities for photography, hiking, and enjoying the tranquil environment.
  • Jacksonville Pond: Just 3 miles away, Jacksonville Pond features a beautiful lake with a sandy beach. This spot is ideal for outdoor activities, romantic picnics, and taking in breathtaking views while enjoying a serene atmosphere.
  • The Ledge: Also located 3 miles from Whitingham, The Ledge is a unique nudist beach that offers a liberating experience in a natural setting. It’s a great place to embrace body positivity and connect with nature.

Best time to go to Whitingham

The best time to visit Whitingham can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Whitingham falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Whitingham falls in January, visitor numbers are average and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January19.9°F (-6.7°C)Light RainMostly CloudyAverageAverage
February22.3°F (-5.4°C)Light RainMostly CloudyAverageSlightly High
March29.8°F (-1.2°C)Light RainMostly CloudyAverageAverage
April41.7°F (5.4°C)Light RainMostly CloudyAverageSlightly Low
May54.3°F (12.4°C)Light RainMostly CloudyAverageSlightly Low
June61.9°F (16.6°C)Light RainMostly SunnySlightly HighAverage
July67.8°F (19.9°C)Light RainMostly SunnySlightly HighSlightly High
August65.8°F (18.8°C)Light RainMostly SunnySlightly HighAverage
September59.2°F (15.1°C)Light RainMostly SunnyAverageAverage
October47.8°F (8.8°C)Light RainMostly CloudySlightly LowSlightly High
November35.8°F (2.1°C)Light RainMostly SunnySlightly LowSlightly Low
December26.6°F (-3.0°C)Light RainMostly CloudySlightly LowAverage

The nearest major airports for your trip to Whitingham

If you're planning a visit to Whitingham, Vermont, you have several airport options. Albany International Airport (ALB) is located 47 miles away, with nearby hotels such as the 4-star Park Manor Hotel and DoubleTree by Hilton Schenectady Downtown, both around 8 miles from the airport. Rutland Southern Vermont Regional Airport (RUT) is 51 miles away, with good accommodations like Killington Mountain Lodge and Killington Grand Hotel, both approximately 10-11 miles from the airport. Pittsfield Municipal Airport (PSF) is the closest at 33 miles away, featuring hotels like The Stockbridge Country Inn and Lakehouse Inn, located 7-10 miles from the airport.

Frequently asked questions

What is the best area to stay in Whitingham?
The best area to stay in Whitingham is near the shores of Lake Whitingham, particularly around the village of Jacksonville.

This area offers direct access to the lake, which is the largest body of water in southern Vermont. Properties here range from cozy cabins to larger vacation rentals, many offering private lake access or proximity to public boat launches and swimming areas. The village of Jacksonville, located at the northern end of the lake, provides essential amenities like a general store and local eateries.

For families, staying by Lake Whitingham is an excellent choice. The calm waters are ideal for swimming, kayaking, and paddleboarding, providing plenty of outdoor activities for all ages. Many rentals come with outdoor space for children to play, and the natural surroundings offer a peaceful retreat.

Couples looking for a quiet escape will also appreciate the lake area. It's a serene setting for romantic walks along the shore, enjoying sunsets over the water, and unwinding away from city life.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Whitingham.
How can I save on a Whitingham hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Whitingham hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Whitingham hotel?
Prices for hotels in Whitingham often vary, but you can find a great deal from $86 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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