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Beachfront Hotels in Stockbridge

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Featured Stockbridge Beach Hotels

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 out of 5
26 Glendale Road, RR 183, Stockbridge, MA
Stay at this 4.5-star luxury B&B in Stockbridge. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Chesterwood and Norman Rockwell Museum ...
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The Red Lion Inn
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
The Red Lion Inn
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.

Hotels with Pools in Stockbridge

The Inn at Stockbridge
The Inn at Stockbridge
4 out of 5
30 East Street, Lee, MA
Stay at this 4-star B&B in Lee. Enjoy free breakfast, free WiFi, and free parking. Popular attractions National Shrine of the Divine Mercy and Berkshire Theatre ...
9.6/10 Exceptional! (97 reviews)
"Very enjoyable stat."

Reviewed on Dec 4, 2024

The Inn at Stockbridge
The Red Lion Inn
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA
Stay at this 3.5-star historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
8.8/10 Excellent! (1,000 reviews)
Heritage stay at an old Inn
"It is one of the oldest inns in America - so it creaks a lot, uneven floors, and for sure that look of old.. not necessarily bad... just a heritage property that has its quirks. We liked it.. the bed could be better for sure... I think that's the main fault.. the restaurant and pub were wonderful, ..."

Reviewed on Dec 16, 2024

The Red Lion Inn
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 out of 5
26 Glendale Road, RR 183, Stockbridge, MA
Stay at this 4.5-star luxury B&B in Stockbridge. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Chesterwood and Norman Rockwell Museum ...
9.2/10 Wonderful! (80 reviews)
"The breakfast was one of the best I have ever had. They were fast and lots of choices. It had lots of baked goods. I got the chesdar omeltte and bacon and toast plus fruits in season lime melon etc. Its a lovely place it takes you back in time. The owner is very easy going and nuce and can answer ..."

Reviewed on Jul 27, 2024

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
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.

Hotels with Hot Tubs in Stockbridge

The Red Lion Inn
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA
Stay at this 3.5-star historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
8.8/10 Excellent! (1,000 reviews)
Heritage stay at an old Inn
"It is one of the oldest inns in America - so it creaks a lot, uneven floors, and for sure that look of old.. not necessarily bad... just a heritage property that has its quirks. We liked it.. the bed could be better for sure... I think that's the main fault.. the restaurant and pub were wonderful, ..."

Reviewed on Dec 16, 2024

The Red Lion Inn
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.

Beach Hotels Stockbridge

Toes in the sand, drink in hand, skin getting tanned—beach life is the sweet life. At the shore, the pace slows, moods elevate, and beachfront hotels line the horizon. Whether you’re a jump-straight-in-the-water person or like to remain on dry land, you’re living your best life at the beach. Better yet, get cozy at beach hotels Stockbridge after the day’s surf-and-sand activities for some post-sunset chilling.

Vacation + beach = perfection

The best things come to those who beach. Find watersports like surfing, snorkeling, waterskiing, paddle boarding, kayaking—options are aplenty for enjoying the waves. Feel like taking it easy? Nothing’s better than napping under an umbrella and taking in the sounds of the surf. Bring a kite, enjoy a round of spike ball, or get competitive over a volleyball match. It’s easy to check all the boxes on beach days. The best beach hotels in Stockbridge can point you toward delicious food and other activities in the area. And they likely have enough on-site amenities that you’ll never have to venture far from shore.

She saves (sand) dollars by the seashore

If you think you can’t beat a good day at the beach, add the best prices to the equation, and you’ve found the right formula for the best time ever. Filter hotels by the following to make one and one equal amazing:

  • Hotwire Hot Rates: With a Hotwire Hot Rate, you’ll think you found the mecca of cheap beach hotels. In reality, you’re seeing some of the best discounts on premium hotels, because mystery deals really pay off. You may even end up in the best luxury beach hotel at an incredible price.

  • Price: If the beach is enough to make you swoon, look for the lowest price on hotels, with ours starting at $144. If you’ve set your sights a little higher, up those price points for a swankier stay.

  • Amenities: You came for the beach, but extra perks don’t hurt. Get straight to the waves and grab a free breakfast. Relax even more at a full-service spa. When it comes to a tailor-made getaway, finding the right amenities ups the experience to the power of perfect.

Subtract stress, add a sprinkle of sun and sand, and enjoy the sum total of your days at the beach. When you book with Hotwire, your vacation satisfaction can reach 100 percent.