Bennington Vacations from $622

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The Latest Bennington Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Capitol Hill Motel
Sunset Cove by Avantstay Beachfront w/ Balcony!
Sanctuary by the Sea by Avantstay Waterfront + Views
Moonlight by Avantstay Modern Home w/ Views & Direct Access to Rockaway Beach
Bella Sol by Avantstay Ocean Views + Game Room

Where to stay in Bennington

Find the best Bennington areas and neighborhoods for the activities you enjoy most. Learn more about Bennington

Bennington Hotel Deals

The Paramount Hotel

The Paramount Hotel

3.5 out of 5
808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
$104 nightly
The price is $121 total per night from Apr 21 to Apr 22
$121 total
Apr 21 - Apr 22
Total with taxes and fees
9.2/10 Wonderful! (3,297 reviews)
V nice stay

Reviewed on Apr 7, 2026

The Paramount Hotel
Park Lane Suites and Inn

Park Lane Suites and Inn

2.5 out of 5
809 SW King Avenue Portland OR
Fully refundable
$105 nightly
The price is $122 total per night from Apr 20 to Apr 21
$122 total
Apr 20 - Apr 21
Total with taxes and fees
8.8/10 Excellent! (1,708 reviews)
I stayed in a suite and it was excellent as usual. Clean, quiet and a kitchen with an actual full size fridge along with kitchenware and utensils.

Reviewed on Apr 6, 2026

Park Lane Suites and Inn
The Duniway Portland A Hilton Hotel

The Duniway Portland A Hilton Hotel

4.5 out of 5
545 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
$142 nightly
The price is $164 total per night from Apr 19 to Apr 20
$164 total
Apr 19 - Apr 20
Total with taxes and fees
8.6/10 Excellent! (1,001 reviews)
Hotel is in a good area. Pool and restaurants are good. Staff are not friendly. Some staff members were rude

Reviewed on Mar 29, 2026

The Duniway Portland A Hilton Hotel
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.

Discover the most popular places to visit in Bennington

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.