Book the Best Hotels with POOL in Lenox in 2026

Q: How can I save on a hotel in Lenox with Expedia?

Before booking your Lenox hotel, remember to join One Key™ , Expedia’s free travel rewards program. Just sign up and sign in to access instant discounts with Member Prices as well as member-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.

Check availability on Lenox Hotels with a Pool

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Our top choices for Lenox hotels with a pool

A swimming pool with a surrounding deck, a stone wall, and a building in the background.

1. The Yankee Inn

Lenox

Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.

CA $149 total

includes taxes & fees

Nov 1 - Nov 2

An indoor swimming pool with clear glass walls, a hot tub area, and a seating area with chairs and tables.

2. Courtyard by Marriott Lenox Berkshires

Lenox

Dive into year-round aquatic relaxation at this Berkshires retreat with a sparkling indoor pool and modern fitness centre.

CA $197 total

includes taxes & fees

Nov 1 - Nov 2

3. Hampton Inn & Suites Berkshires-Lenox

Lenox

Splash into art deco luxury at this indoor pool sanctuary, where relaxation meets mountain adventure.

CA $172 total

includes taxes & fees

Nov 2 - Nov 3

A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.

4. Hilton Garden Inn Lenox Pittsfield

Pittsfield

Serene indoor pool sanctuary offers year-round plunge spot at this Lenox-Pittsfield retreat.

CA $186 total

includes taxes & fees

Nov 22 - Nov 23

An indoor swimming pool with a high ceiling, multiple windows, and seating areas.

5. Berkshire Mountain Lodge

Pittsfield

Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.

CA $165 total

includes taxes & fees

Nov 10 - Nov 11

An indoor swimming pool with clear water, tiled floors, and a blue wall.

6. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Pittsfield

Indoor pool sanctuary in the Berkshires offers extended hours and a hot tub to soothe tired muscles.

CA $158 total

includes taxes & fees

Nov 15 - Nov 16

A large indoor swimming pool with clear blue water, surrounded by white lounge chairs and a few potted plants.

7. Element by Marriott Lenox Berkshires

Lenox

Modern comforts and year-round indoor pool await at Element Lenox Berkshires near Tanglewood.

CA $211 total

includes taxes & fees

Nov 12 - Nov 13

A swimming pool surrounded by a metal fence, with several lounge chairs and a small table nearby.

8. Brook Farm Inn

Lenox

Dive into luxury poolside moments with a seasonal outdoor swimming area, vibrant bar service, and picturesque garden setting.

CA $300 total

includes taxes & fees

Oct 29 - Oct 30

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Choose what matters most at hotels with a pool in Lenox

Breakfast included

Hot tub

Hotels with pools and free breakfast in Lenox

Two Adirondack chairs facing a river with a forested hill in the background.

The Yankee Inn

Lenox

CA $149 total

includes taxes & fees

Nov 1 - Nov 2

A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

Courtyard by Marriott Lenox Berkshires

Lenox

CA $197 total

includes taxes & fees

Nov 1 - Nov 2

A spacious hotel lobby with multiple seating areas, large windows, and a television.

Hampton Inn & Suites Berkshires-Lenox

Lenox

CA $172 total

includes taxes & fees

Nov 2 - Nov 3

A restaurant with multiple dining tables, chairs, and a large Buddha statue centerpiece.

Hilton Garden Inn Lenox Pittsfield

Pittsfield

CA $186 total

includes taxes & fees

Nov 22 - Nov 23

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Pittsfield

CA $158 total

includes taxes & fees

Nov 15 - Nov 16

A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.

Element by Marriott Lenox Berkshires

Lenox

CA $211 total

includes taxes & fees

Nov 12 - Nov 13

A tranquil stream with rocks and trees, a building with balconies and a red railing, and a clear sky.

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

South Lee

CA $210 total

includes taxes & fees

Oct 29 - Oct 30

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Top Lenox Hotel Reviews

The Yankee Inn

10/10 Excellent

"The hot tub and pool were great. Working on part of it but didn’t hinder us in the least. Loved the pool was warmer than most"

Frequently asked questions

How much does a hotel with outdoor pool in Lenox cost?

Enjoy staying in a hotel in Lenox with an outdoor pool. You can find a great deal from CA $124 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.

What are some of the best Lenox hotels with outdoor pools and scenic views?

The Hampton Inn & Suites Berkshires-Lenox is a fantastic choice for travellers seeking a delightful combination of comfort and stunning scenery. With a stellar review rating of 9.2, this hotel boasts an inviting outdoor pool surrounded by picturesque mountain views, making it a superb spot for families to relax and unwind. Guests rave about the exceptional breakfast offerings, which include a complimentary buffet on weekends, as well as the friendly and helpful staff dedicated to ensuring a memorable stay.

Another excellent option is The Yankee, Trademark Collection by Wyndham, which also features an outdoor pool with sun loungers for soaking up the sun. Rated 9.0 by guests, this hotel is known for its clean and comfortable rooms, along with a friendly setting. Families appreciate the convenient location and the complimentary breakfast, which adds great value to their experience. The outdoor pool area is clean and well-maintained, providing a refreshing retreat after a day of exploring the beautiful Berkshires.

Which Lenox hotels offer poolside service for food and drinks?

Brook Farm Inn is a charming 3.5-star hotel in Lenox that offers a delightful poolside experience complete with a poolside bar, where guests can enjoy refreshing drinks and tasty snacks while soaking up the sun. With a stellar traveller rating of 9.6, visitors rave about the beautiful ambiance and the helpfulness of the staff, making it a wonderful choice for families seeking convenience and quality.

Additionally, this lovely inn provides complimentary breakfast options, including cooked meals, allowing families to start their day with a hearty meal before heading out on adventures. The outdoor pool is another highlight, inviting guests to relax and unwind in a serene environment.

Are there hotels with outdoor pools that are close to Tanglewood Music Center?

If you're looking for hotels with outdoor pools near the Tanglewood Music Centre, you have some delightful options in Lenox, Massachusetts.

The Brook Farm Inn, a charming 3.5-star property, boasts an inviting outdoor pool alongside a poolside bar, great for relaxing after a day of exploring. Guests rave about the beautiful ambience and the wonderful service provided by the helpful staff, giving it an impressive review score of 9.6. Plus, with free WiFi and a complimentary breakfast featuring cooked options, it's a great choice for families seeking convenience and quality.

Another excellent option is the Hampton Inn & Suites Berkshires-Lenox. This hotel offers a refreshing outdoor pool complete with sun loungers, ensuring a comfortable spot to soak up the sun. Rated at 9.2 by travellers, guests particularly enjoy the exceptional breakfast and the friendly staff, making it a favored pick for families. With free parking and complimentary WiFi, your stay here will be both enjoyable and convenient.

For a more relaxed setting, consider The Ponds at Foxhollow, a 3-star hotel featuring both indoor and outdoor pools. With a cozy atmosphere and a score of 8.6, guests appreciate the wonderful location and the availability of nearby mountain climbing activities. The outdoor pool area is great for cooling off on warmer days, making it a great option for families looking for fun and relaxation.

Is it cheaper to book flights and a hotel in Lenox as a package?

Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package.

Can I cancel my hotel reservation on Expedia?

Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel with an outdoor pool in Lenox for you.

How can I save on a hotel in Lenox with Expedia?

Before booking your Lenox hotel, remember to join One Key™, Expedia's free travel rewards program. Just sign up and sign in to access instant discounts with Member Prices as well as member-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.

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Check availability on Lenox Hotels with a Pool