Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Search 321,000 hotels worldwide.

Get the best price available for your trip.

No Expedia cancellation fee to change or cancel almost any hotel reservation.


Featured Bennington Luxury Hotels

See all 259 Hotels in Bennington
The Equinox, a Luxury Collection Golf Resort & Spa, Vermont

The Equinox, a Luxury Collection Golf Resort & Spa, Vermont

3567 Main Street Route 7A, Manchester
5.0 out of 5.0
4.4 out of 5 (206 reviews)
beautiful mountain resortThe room was huge and room and bathroom felt updated, clean and modern. Could sometimes hear footsteps above so would ask next time to be on top floor. Could hear doors closing in hallway. Wish we had more time to enjoy everything resort has to offer. The gym was good and lovely fire pit out on a ...
 S Jun 10, 2015

$209

$209
The Reluctant Panther Inn and Restaurant

The Reluctant Panther Inn and Restaurant

17-39 West Rd, Manchester
4.5 out of 5.0
4.9 out of 5 (59 reviews)
Great inn - excellent locationThis would be a great place for a romantic get-away, but both times I've stayed here I've been in Manchester on business. The staff is very accommodating and the rooms are nicely appointed, quiet, comfortable. The breakfast which is included in the rate has never disappointed. I highly recommend ...
 JB Feb 6, 2016

$209

$209
Paradise Inn

Paradise Inn

141 West Main Street, Bennington
3.0 out of 5.0
3.7 out of 5 (638 reviews)
Great Vermont GetawayRoom was spacious and perfect for a short getaway. Nothing fancy, but clean and comfortable.
 M Mar 7, 2015

$65

$65
Starlight Inn

Starlight Inn

357 Us Route 7 S, Bennington
2.5 out of 5.0
2.8 out of 5 (89 reviews)
The room was ok for the amount of days i was there.
  Sep 5, 2017

$59

$59
Safford Mills Inn and Cafe

Safford Mills Inn and Cafe

722 Main St, Bennington
3.0 out of 5.0
4.6 out of 5 (33 reviews)
Nice quiet locationExcellent food, drinks and service. We especially loved the cocktails and appetizers in stead of breakfast. Our room and bed were very comfortable.
  Sep 30, 2017

$155

$155
Inns at the Equinox

Inns at the Equinox

3567 Main Street Route 7A, Manchester
3.5 out of 5.0
3.6 out of 5 (163 reviews)
Quintessential New England resortLovely resort, well kept, wonderful staff. Beautiful grounds and lovely area.
  Aug 10, 2015

$130

$130
Four Winds Country Motel

Four Winds Country Motel

7379 Main Street, Manchester Center
2.5 out of 5.0
3.9 out of 5 (140 reviews)
It’s a throw back, but has everything you needIt may not be the most luxurious motel around, but it was very clean, and well maintained. The room had both front and back split old fashion doors (pretty cool) with screen doors on both. The front allow for super easy access to your car while the back led to a small flagstone patio on a nice large ...
 Rick  Oct 14, 2014

$84

$84
Toll Road Inn

Toll Road Inn

2220 Depot St, Manchester Center
2.5 out of 5.0
4.1 out of 5 (95 reviews)
Nice family hotel near BromleyVery nice couple run this hotel with large rooms, complimentary internet and a great location. Nothing fancy here but solid value.
 Tim F Oct 14, 2014

$115

$115
The Manchester View

The Manchester View

77 High Meadow Way & VT-7A, Manchester Center
3.0 out of 5.0
4.3 out of 5 (84 reviews)
Good value for your money.Nice and typical New Englander inn for skiing weekends. Convenient location to major ski resorts. Clean and comfortable.
  Jan 20, 2015

$90

$90
Bennington Motor Inn

Bennington Motor Inn

143 West Main Street, Bennington
2.5 out of 5.0
3.6 out of 5 (190 reviews)
Excellent room; helpful staffThe room was very large, well-furnished, nice TV. All in all, the experience could not have been better. All of this was provided at a very reasonable price.
  Nov 27, 2017

$59

$59
Marbledge Lodge

Marbledge Lodge

2123 Us Route 7, East Dorset
3.0 out of 5.0
4.4 out of 5 (54 reviews)
Weekend WeddingProprietor was extremely nice and welcoming. We had one concern about the tv remote and it was fixed within 5 minutes. Our room was in our opinion nicer and more charming that the upscale resort a few miles south of here. The breakfast was top notch and again better than the one we had at the resort. ...
 Glenn Oct 12, 2014

$88

$88
Hampton Inn Bennington

Hampton Inn Bennington

51 Hannaford Square, Bennington
3.0 out of 5.0
4.4 out of 5 (308 reviews)
Nice Hoteleverything is good. nice staff, good location, and good breakfast. Only thing may need to mention is there are a few bugs passed the window screen to the room
  Dec 5, 2017

$139

$139
Silver Service Inn

Silver Service Inn

2001 Depot Street, Manchester Center
3.5 out of 5.0
4.9 out of 5 (84 reviews)
Wonderful BNB.This BnB was located in a perfect place. The owners were very customer focused, super friendly and very accommodating. The rooms were beautiful, clean and very inviting. The breakfasts were outstanding, freshly made both mornings we were there.You felt like you were home. I would highly recommend ...
  Oct 10, 2017

$180

$180
Map

Recently booked Luxury Hotels in Bennington

The Olympia Lodge
3.0 out of 5.0
Last booking: 1 hour ago
Paradise Inn
2.5 out of 5.0
Last booking: 2 hours ago
Kimpton Taconic Hotel
4.0 out of 5.0
Last booking: 5 hours ago
Hampton Inn Bennington
2.5 out of 5.0
Last booking: 5 hours ago
North Shire Lodge
3.0 out of 5.0
Last booking: 9 hours ago
Arlington's West Mountain Inn
3.0 out of 5.0
Last booking: 10 hours ago
The Reluctant Panther Inn and Restaurant
4.0 out of 5.0
Last booking: 22 hours ago
Bromley View Inn
3.5 out of 5.0
Last booking: 31 hours ago
Palmer House Resort
3.0 out of 5.0
Last booking: 34 hours ago

A weekend away keeps your stress at bay, and Bennington is the perfect spot to visit. Scrumptious eats, incredible experiences, and the most breathtaking photo opportunities: these are just some of the reasons to take a trip to Bennington. Naturally, you'll book a room at a luxury hotel! Sampling the finer things in life is just your speed. While you're in town, you'll also treat yourself to the city's best food, get in line to check out the coolest attractions, and grab tickets to the most sought-after shows. Book your upscale hotel in Bennington on Expedia.com today and start your vacation off on the right (well-dressed) foot.

5-Star Vacations in Bennington

It turns out plenty of folks have decided to have set down roots -- how is that for proof that Bennington is teeming with an intoxicating array of activities? No matter what brings you to Bennington, the destination always delivers. Bennington is full of impressive hotels on top of appealing attractions, so you can count on a fantastic stay. Book early to get a room with a view!

Any 5-star getaway begs for you to explore day spas, art, and local museums. When you book your vacation on Expedia.com, the world is your oyster. Thanks to our hotel deals, your bucket list budget will always be intact. After many hours of exploring the city, your luxury accommodations will welcome you back to out-of-this-world amenities. Don't fall asleep before enjoying the view off your balcony or ordering up some stellar room service. The luxury hotels in Bennington will lull you into a state of relaxation as soon as you check in.

Find Luxury Bennington Hotels Now

It's that time; you're prepared to get swept away in Bennington, and Expedia.com is here to make the process painless. Search through the bounty of reviews on more than a dozen hotels until you spot the perfect place to stay. Luxury accommodations offer amenities like spacious suites and VIP services. Many opulent accommodations in Bennington even feature gigantic suites, and it's likely you'll discover pampering spa treatments in your hotel. Book your dream hotel in Bennington now, and before you know it you'll be feeling blissful in paradise!