Find Extended Stay Hotels in Bennington, VT

Top Bennington Extended Stay Hotels | Reserve now, pay later

The Upper Pass Lodge at Magic Mountain

2.5 star property
8.4 out of 10, Very Good, (657)
"Good place "
$75 nightly
The price is $83
Sep 28 - Sep 29
Total with taxes and fees
The Upper Pass Lodge at Magic Mountain

Pointe at Castle Hill Resort

3.5 star property
8.8 out of 10, Excellent, (870)
"Will definitely stay here again! Very clean room nice and quiet and staff were very personable!"
$133 nightly
The price is $144
Sep 3 - Sep 4
Total with taxes and fees
Pointe at Castle Hill Resort

Maple Terrace Motel

2.5 star property
9.6 out of 10, Exceptional, (572)
"The staff, room and property was wonderful! "
$125 nightly
The price is $140
Sep 2 - Sep 3
Total with taxes and fees
Maple Terrace Motel

The Black Bear Lodge at Stratton Mountain Resort

3.0 star property
7.6 out of 10, Good, (911)
"Nice area"
$141 nightly
The price is $155
Sep 11 - Sep 12
Total with taxes and fees
The Black Bear Lodge at Stratton Mountain Resort

Brittany Motel

2.0 star property
9.4 out of 10, Exceptional, (317)
"We stayed in the cactus room and we loved the green bathroom. There is a lounge (a HUGE hit with my kiddo too) and the staff was great. WiFi was good (I worked from the room). We would stay there again."
$130 nightly
The price is $143
Sep 1 - Sep 2
Total with taxes and fees
Brittany Motel

Arlington Inn

3.0 star property
8.8 out of 10, Excellent, (175)
"Great service and really great breakfast "
$202 nightly
The price is $220
Sep 1 - Sep 2
Total with taxes and fees
Arlington Inn

Vantage Point Villas at Stratton Mountain Resort

3.0 star property
8.4 out of 10, Very Good, (67)
"Beautiful place. I would stay here again if I could. "
$247 nightly
The price is $279
Sep 28 - Sep 29
Total with taxes and fees
Vantage Point Villas at Stratton Mountain Resort

Four Winds Country Motel

2.0 star property
8.4 out of 10, Very Good, (507)
"Quiet, clean and nice staff. Nicely decorated. Love the pool!"
$149 nightly
The price is $164
Sep 1 - Sep 2
Total with taxes and fees
Four Winds Country Motel

Long Trail House at Stratton Mountain Resort

3.0 star property
8.6 out of 10, Excellent, (74)
"Nice, clean room in prime location"
$334 nightly
The price is $377
Sep 4 - Sep 5
Total with taxes and fees
Long Trail House at Stratton Mountain Resort

Charming One-Bedroom Condo on Bromley Mountain

10.0 out of 10, Exceptional, (4)
"Lovely quiet location close to some pretty towns and some great cafes/restaraunts/diners. The condo has tons of natural light, felt very spacious, loads of kitchen amenities (Keurig machines included), a spotless fridge. The balcony was a great plus for sitting outside. Easy to book, check in and check out. Be aware there is no AC."
$285 nightly
The price is $322
Sep 1 - Sep 2
Total with taxes and fees
Charming One-Bedroom Condo on Bromley Mountain
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.

Find out more about Bennington

Find out more about Bennington

Discover top Bennington attractions

Bennington, Vermont, is a paradise of activities and sights that cater to the discerning traveler. Begin your exploration at the Bennington Battle Monument, where you can ascend to the observation deck for panoramic views of the Green Mountains and surrounding valleys—a perfect way to appreciate the region's natural beauty. Next, immerse yourself in art and history at the Bennington Museum, which showcases local art, including works by Grandma Moses, and offers a deep dive into the area's rich history. For a taste of the outdoors, take a leisurely hike in the beautiful Green Mountain National Forest, where trails wind through stunning landscapes and provide opportunities for family-friendly adventures. Don’t miss the charming downtown area, filled with unique boutiques, local eateries, and the historic Bennington Covered Bridge—perfect for a picturesque stroll. For accommodations, the area around Main Street offers several boutique hotels known for their personalized service and comfortable amenities, allowing you to unwind after a day of exploration. With its blend of history, art, and natural beauty, Bennington invites you to create unforgettable family memories.

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Most booked related extended stays in Bennington in 2025

Frequently asked questions

What are the best extended stay hotels in Bennington?
Paradise Inn is one of the 17 long-term rentals available for booking in Bennington. An outdoor seasonal pool and daily housekeeping services are the start of the amenities that make a visit here comfortable. Another popular option is Bennington Motor Inn. It offers a barbecue grill and daily housekeeping services. Whichever property you choose, you'll appreciate the convenience of having a kitchen where you can prepare meals and indulge in a late-night snack or two. Expedia's range of extended hotel stays in Bennington have an average guest review rating of 9.0.
What are the top pet-friendly extended stay hotels in Bennington?
Reserve a pet-friendly room for you and your best friend at Perfect For A Peaceful Get Away In Clean Fresh Vermont Air. Spend your extended stay in Bennington here and make use of a garden and pet-friendly services. Pet owners are also well catered for at Great Place To Get Away And Have Clean Fresh Air Surround You. This property offers pet-friendly services, a garden and other handy amenities that'll help make you and Rover feel relaxed and at home.
Why book an extended stay hotel in Bennington through Expedia?
From our epic deals to our rewards programs, you'll always save when you book your extended stay in Bennington through Expedia. Enter your travel dates to view our selection of long-term rentals, then narrow your search using our filters to find the perfect retreat. Our extended stay hotels in Bennington come packed with amenities like kitchens, refrigerators and laundries to help make your long-term stay nice and easy. Whether you're on the hunt for a hotel for just a few days or somewhere with cheaper weekly rates, Expedia can help you find your dream getaway.
What can I expect from an extended stay hotel?
With amenities such as kitchens, laundries and dining spaces, extended stay hotels in Bennington can be a comfortable and wallet-friendly alternative to your standard accommodations. Whip up your own tasty meals and save cash on laundromat bills. Sometimes offering discounted weekly rates, extended stay hotels range from simple studios to large and luxurious options with a few rooms. They also offer many of the amenities you'd expect in a standard hotel, like gyms or 24/7 guest services. If you want flexibility, privacy and a comfortable retreat for a while, an extended stay hotel is an awesome choice.

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