Hotels with Parking in Great Barrington

Free cancellation options if plans change
Unlock travel rewards with One Key
Save more with Member Prices

Check prices for these dates

Tonight
Apr 19 - Apr 20
Tomorrow
Apr 20 - Apr 21
Next weekend
Apr 25 - Apr 27
In two weeks
May 2 - May 4

Hotels with Parking in Great Barrington

The Little Lion
Aerial view

The Little Lion

3.0 star property
8.8 out of 10, Excellent, (480)
The price is $85
includes taxes & fees
$77 per night
May 4 - May 5
The Little Lion
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.

Top landmarks in Great Barrington

Ski Butternut

Ski the fall line at Ski Butternut located 2.3 mi (3.7 km) from central Great Barrington. If you master the slopes, Catamount Ski Area is just a short drive away.

See properties in Ski Butternut
Ski Butternut

Frequently asked questions

What are the best hotels with parking in Great Barrington?
Based on guest reviews, Devonfield Inn B&B is one of the top Great Barrington hotels with parking. It also has a jetted bathtub and a garden. Another hit with visitors where you can drive up and settle in is Federal House Inn. To find other highly rated options with on-site or free parking in Great Barrington, select the “Parking” filter and then sort by “Guest rating + our picks.”
What are the cheapest hotels with parking in Great Barrington?
Hop in, buckle up and drive to Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires. Along with a spot for your wheels, this stay offers a swimming pool and a picnic area. Monument Mountain Motel is another getaway with parking in Great Barrington that helps make exploring on a budget simple. Book a cheap hotel in Great Barrington with parking from $77 and enjoy more money in your pocket for adventures.
What is the best time to stay in a hotel with parking in Great Barrington?
July is the warmest month, with temperatures ranging from 59ºF (15ºC) to 81ºF (27ºC). If you want to sightsee in cooler weather, plan your trip for January. It’s generally between 18ºF (-8ºC) and 28ºF (-2ºC) during this time. April is a great month to experience a more relaxed vibe and potentially secure cheaper hotels with parking in Great Barrington.
What hotels with parking are closest to Housatonic River Walk?
With individually decorated rooms and premium bedding, The Barrington is one of the closest hotels with parking to Housatonic River Walk. Quality Inn is another option just a quick drive away. Come and go as you please from all the best attractions when you stay in a hotel in Great Barrington with parking.
What hotels with parking in Great Barrington have a pool?
Devonfield Inn B&B is a great Great Barrington hotel with parking and a pool. You’ll have access to a jetted bathtub and a Champagne service during your stay. Or, spend your days poolside at The Inn at Stockbridge. You’ll find a place to park your wheels here too.
Are there any hotels in Great Barrington with free parking?
You’ll find 1,462 Great Barrington hotels with parking. At Devonfield Inn B&B, it comes for free. This escape has a jetted bathtub and a swimming pool. Or, head to Federal House Inn, where you can enjoy complimentary parking too.