Package deals near Bennington College

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Top Bennington College vacation deals

Price found within the past 48 hours. Click for updated prices.
Hideaway Inn Lenox
2.0-star property

Hideaway Inn Lenox

8/10 Very Good! (11 reviews)

Sep 24 - Sep 27

3 night stay

Fort Lauderdale (FLL) to Albany (ALB)

JetBlue Airways • Roundtrip • Coach
Price was $763, price is now $556 per person
$556
per person
found 1 day ago
Absolutely cunning little gem!!

Reviewed on Jul 11, 2026

The Cornell Inn, Lenox & The Berkshires
3.5-star property

The Cornell Inn, Lenox & The Berkshires

9.2/10 Wonderful! (1,002 reviews)

Sep 24 - Sep 27

3 night stay

Fort Lauderdale (FLL) to Albany (ALB)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $1,011, price is now $596 per person
$596
per person
found 1 day ago
We felt warmly welcomed by the staff. Our room was lovely with the exception of being located at the front of the house. We could hear the traffic. The breakfast was delicious and freshly prepared. The woman serving us was very nice and efficient. We enjoyed our stay.

Reviewed on Jul 6, 2026

Bluebird Spa City Motor Lodge
3.0-star property

Bluebird Spa City Motor Lodge

Downtown Saratoga Springs
9/10 Wonderful! (929 reviews)

Sep 20 - Sep 26

6 night stay

New York (NYC) to Albany (ALB)

Delta • Roundtrip • Coach
Save 100% on your flight
Price was $913, price is now $639 per person
$639
per person
found 1 day ago
Perfect location, extremely comfortable beds and the coffee bar was such a treat!

Reviewed on Jul 10, 2026

Lake Haven Motel
2.5-star property

Lake Haven Motel

7.4/10 Good! (111 reviews)

Sep 20 - Sep 26

6 night stay

New York (NYC) to Albany (ALB)

Delta • Roundtrip • Coach
Save 100% on your flight
Price was $878, price is now $631 per person
$631
per person
found 1 day ago
Room was clean and staff was helpful when asked for things like toilet paper and towels. Out of their control but the whole village lost power Friday 7/3 from about 8:00 am - 2:00 pm. They don’t open their pool until 10:00 am I would have thought with the no power and heat they would have opened sooner. Only other thing is if you are on the ground floor you can definitely hear everything above you.

Reviewed on Jul 5, 2026

Lodges At Cresthaven
4.0-star property

Lodges At Cresthaven

9.4/10 Exceptional! (616 reviews)

Aug 20 - Aug 25

5 night stay

Denver (DEN) to Albany (ALB)

United • Roundtrip • Coach
Save 100% on your flight
Price was $3,021, price is now $2,177 per person
$2,177
per person
found 1 day ago
what a beautiful and special place! Theres a fantastic pool for kids/family overlooking the beautiful lake. I wish we were able to stay longer. It was really one of the most beautiful places I have stayed. The Cabin lodging, the rooms, the bathrooms, everything was just great! Check out is at 10am, I wish it was maybe till noon for what you pay for but I understand because the cabins need to be cleaned. It was great!

Reviewed on Jul 9, 2026

Prospect Berkshires
3.0-star property

Prospect Berkshires

9.8/10 Exceptional! (31 reviews)

Sep 24 - Sep 27

3 night stay

Fort Lauderdale (FLL) to Albany (ALB)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $1,396, price is now $1,013 per person
$1,013
per person
found 1 day ago
My husband and in laws each rented a cabin for a weekend. The property is beautiful, amenities are impressive, and the food is excellent! We enjoyed spending time by the pool reading (excellent book selection in the lobby,) relaxing in the dry saunas, kayaking on the lake, Sunday yoga and the peace of the guided evening float. Prospect Berkshires is incredibly curated from the moment you get out of your car. This was my second stay and will not be my last!

Reviewed on Jul 1, 2026

Hotel deals near Bennington College

Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

2.5 out of 5
141 West Main Street Bennington VT
Free Cancellation
Reserve now, pay when you stay
3.14 mi from Bennington College
$107 nightly
The price is $117 total per night
$117 total
Jul 19 - Jul 20
Total with taxes and fees
Guests staying at Hotel Vervana, Trademark Collection by Wyndham enjoy a gym, free WiFi in public areas, and an outdoor tennis court. You can put free parking to good use if you drive. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. Other amenities at this ski hotel include a seasonal outdoor pool, laundry facilities, and a garden.
Pool
Breakfast included
The Autumn Inn

The Autumn Inn

2 out of 5
924 East Main Street Bennington VT
4.02 mi from Bennington College
Get rates
Guests staying at The Autumn Inn enjoy free WiFi in public areas, laundry facilities, and a vending machine. A stay here includes free parking. Front-desk staff are standing by 24/7 to assist with any requests.
Pet friendly
Parking included
The Villager Motel

The Villager Motel

2 out of 5
953 Simonds Rd Williamstown MA
Free Cancellation
Reserve now, pay when you stay
12.57 mi from Bennington College
$99 nightly
The price is $111 total per night
$111 total
Jul 13 - Jul 14
Total with taxes and fees
Guests staying at The Villager Motel enjoy free WiFi in public areas, express check-out, and a garden. There's free parking if you drive. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours.
Breakfast included
Parking included
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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.

Book a Bennington College vacation package

Stop dreaming and start traveling. If you’ve always wanted to see Bennington College, now is the perfect time. Book your getaway to North Bennington with Orbitz and get ready to tick this attraction off your bucket list. Plus when you lock in your package with us, you’ll have plenty of cash leftover to splash out on other amazing North Bennington sights. Because travel is all about investing in experiences, not things!

If you’re hoping to stay close to Bennington College, we’ve got you covered. Choose from a great range of hotels not far from this attraction. Roll out of bed, slip on your walking shoes and you’ll be there within moments. What could be more convenient than that? You won’t just be close to all the action — you’ll save money on transportation, and a hot shower and cozy bed will be within reach after a big day of exploring. Now that’s what we call a stress- free, full-of-fun getaway.

Orbitz has your ticket to a rewarding Bennington College vacation. Book your North Bennington package with us and you’ll be able to access Orbitz Rewards. Earn Orbucks when you reserve your flights, hotels and activities with Orbitz and redeem them at over 385,000 hotels worldwide. $1 Orbuck = $1 off your next hotel. Join, earn, redeem — just like that! When you join Orbitz Rewards, you’ll also instantly unlock exclusive deals and save on thousands of properties with Insider Pricing.

We believe the best reward that you can give to yourself or others is the gift of travel. So, don’t put off exploring Bennington College any longer. Save a bundle and book your North Bennington escape with Orbitz today.

^Savings based on all package bookings with Flight + Hotel made on Orbitz.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.