Title: Chesapeake Inn of Lenox - Latest Reviews, Deals & Photos 2025 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) # Chesapeake Inn of Lenox Tennis enthusiasts can play on the outdoor court while nature lovers enjoy garden views. The adjacent golf course and pool offer additional recreation options. ![Property grounds](https://images.trvl-media.com/lodging/11000000/10260000/10255000/10254953/b4dfd920.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Outdoor pool](https://images.trvl-media.com/lodging/11000000/10260000/10255000/10254953/bd9bed42.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/11000000/10260000/10255000/10254953/c05b72b5.jpg?impolicy=resizecrop&rw=297&ra=fit) ![In-room dining](https://images.trvl-media.com/lodging/11000000/10260000/10255000/10254953/b6c652d8.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior](https://images.trvl-media.com/lodging/11000000/10260000/10255000/10254953/882e7c0b.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Rooms - Location - Policies Chesapeake Inn of Lenox offers a peaceful retreat with an outdoor pool and nearby golf course. Guests can relax on the terrace, use in-room WiFi, and visit the Frelinghuysen Morris House and Studio. Previous visitors particularly appreciate the helpful staff. 7.4 Good ## Popular amenities - Pool - Breakfast included - Housekeeping - 24/7 front desk - Laundry - Pet-friendly ## Room options ### Check availability for these dates Tonight [Oct. 23 - Oct. 24](https://www.expedia.ca/Hotel-Search?startDate=2025-10-23&endDate=2025-10-24&selected=10254953&PinnedHotelID=10254953&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-23&endDate=2025-10-24&selected=10254953&PinnedHotelID=10254953&HadPinnedHotel=true®ionId=-1&adults=2) Tomorrow [Oct. 24 - Oct. 25](https://www.expedia.ca/Hotel-Search?startDate=2025-10-24&endDate=2025-10-25&selected=10254953&PinnedHotelID=10254953&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-24&endDate=2025-10-25&selected=10254953&PinnedHotelID=10254953&HadPinnedHotel=true®ionId=-1&adults=2) This weekend [Oct. 24 - Oct. 26](https://www.expedia.ca/Hotel-Search?startDate=2025-10-29&endDate=2025-10-26&selected=10254953&PinnedHotelID=10254953&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-29&endDate=2025-10-26&selected=10254953&PinnedHotelID=10254953&HadPinnedHotel=true®ionId=-1&adults=2) Next weekend [Oct. 31 - Nov. 2](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-02&selected=10254953&PinnedHotelID=10254953&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-02&selected=10254953&PinnedHotelID=10254953&HadPinnedHotel=true®ionId=-1&adults=2) All rooms 1 bed 2 beds Showing 2 of 2 rooms ![Double Room, Private Bathroom, Garden View](https://images.trvl-media.com/lodging/11000000/10260000/10255000/10254953/aa0c7e9b.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Double Room, Private Bathroom, Garden View ### Highlights Air conditioning Shower/tub combination Private bathroom Daily housekeeping - 224 sq ft - Sleeps 2 - 1 Queen Bed ![Triple Room, Private Bathroom, Garden View](https://images.trvl-media.com/lodging/11000000/10260000/10255000/10254953/fd5b870b.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Triple Room, Private Bathroom, Garden View ### Highlights Air conditioning Shower/tub combination Private bathroom Daily housekeeping - 240 sq ft - Sleeps 3 - 1 Queen Bed and 1 Twin Bed ## You may also like Ad ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/6a7ad915.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Holiday Inn Express & Suites Pittsfield - Berkshires by IHG Pittsfield - Pool - Hot tub - Breakfast included - Parking included 9.4 Exceptional 55 reviews CA $201 CA $224 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Pittsfield-Hotels-Holiday-Inn-Express-Pittsfield-Berkshires.h119210.Hotel-Information?chkin=2025-10-26&chkout=2025-10-27&rm1=a2®ionId=8587&destination=Lenox&destType=MARKET&latLong=42.35696,-73.284912&searchId=1905eea8-66a2-4900-bf83-3222afcc2a4d&top_cur=CAD) Ad ![Exterior](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/2000000/1930000/1927100/1927087/8693ad5b_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Hampton Inn & Suites Berkshires-Lenox Lenox - Pool - Breakfast included - Pet-friendly - Parking included 9.2 Wonderful 1,001 reviews CA $156 CA $174 total includes taxes & fees Nov 9 - 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More rewards for more adventures! [Sign in](https://www.expedia.ca/login?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FLenox-Hotels-Chesapeake-Inn-Of-Lenox.h10254953.Hotel-Information)[Sign up, it's free](https://www.expedia.ca/signup?enable_registration=true&uurl=e3id%3Dredr%26rurl%3D%2FLenox-Hotels-Chesapeake-Inn-Of-Lenox.h10254953.Hotel-Information) ## About the area Located in Lenox, Chesapeake Inn of Lenox is next to a golf course and near the beach. Tanglewood Music Center and Ventfort Hall Mansion and Gilded Age Museum are cultural highlights, and some of the area's notable landmarks include Frelinghuysen Morris House and Studio and The Mount. Lenox Library and Shakespeare and Company are two other places to visit that come recommended. Spend some time exploring the area's activities, including skiing. [Visit our Lenox travel guide](https://www.expedia.ca/Lenox.dx8587) [View more B&B in Lenox](https://www.expedia.ca/Lenox-Bed-And-Breakfast.d8587-aaBedAndBreakfast.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C42.35453%2C-73.30469&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=nXGxFTIQToOY0cmAUcRz2cMdltA=) 210 West Street, P.O. Box 1920, Lenox, MA, 01240 ### What's nearby - Tanglewood Music Center - 5 min walk - 0.5 km - Lenox Library - 2 min drive - 1.9 km - Ventfort Hall Mansion and Gilded Age Museum - 3 min drive - 2.2 km - Shakespeare and Company - 4 min drive - 2.9 km - The Mount - 6 min drive - 4.7 km ### Getting around - Pittsfield Intermodal Transportation Center - 15 min drive - Albany Intl. Airport (ALB) - 57 min drive ### Restaurants - ‪Antimony Brewing - Craft Brewery & Kitchen - ‬6 min drive - ‪Bernstein Shack - Tanglewood - ‬11 min walk - ‪Haven Cafe & Bakery - ‬3 min drive - ‪Lenox Coffee - ‬3 min drive - ‪Olde Heritage Tavern - ‬3 min drive ## About this property ### Chesapeake Inn of Lenox Bed & breakfast near Tanglewood Music Center Located close to Frelinghuysen Morris House and Studio and Lenox Library, Chesapeake Inn of Lenox provides free cooked-to-order breakfast, an adjacent golf course, and a terrace. In addition to a garden and dry cleaning/laundry services, guests can connect to free in-room WiFi. Additional perks include: - An outdoor pool - Free self parking - A free area shuttle, an outdoor tennis court, and luggage storage - 1 meeting room, concierge services, and a 24-hour front desk Room features All guestrooms at Chesapeake Inn of Lenox boast thoughtful touches such as air conditioning, as well as amenities like free WiFi and free newspapers. Extra conveniences in all rooms include: - Bathrooms with shower/tub combinations and free toiletries ## Similar properties ![Exterior](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/59f14822.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Hampton Inn & Suites Berkshires-Lenox Lenox - Pool - Breakfast included - Pet-friendly - Parking included 9.2 Wonderful 1,001 reviews CA $156 CA $174 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-09&endDate=2025-11-10&selected=1927087&PinnedHotelID=1927087&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/c29ce633.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Berkshires Untold Lenox - Pet-friendly - Parking included - Free WiFi - Restaurant 9.0 Wonderful 773 reviews CA $130 CA $145 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03&selected=76297618&PinnedHotelID=76297618&HadPinnedHotel=true®ionId=-1&adults=2) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/6a7ad915.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Pittsfield - 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24-hour front desk - Free newspapers in lobby - Laundry facilities - Luggage storage ### Guest services - Concierge services - Dry cleaning/laundry service - Housekeeping (daily) - Tour and ticket assistance ### Business services - Business center - Meeting room ### Outdoors - Barbecue grill - Garden - Picnic area - Terrace ### Accessibility - If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking. - Wheelchair-accessible parking ### More - 1 building - 2 floors - Built in 1845 - Smoking not allowed ## Room amenities ### Bathroom - Free toiletries - Hair dryer (on request) - Private bathroom - Shower/bathtub combination - Towels provided ### More - Air conditioning - Free daily newspapers - Iron/ironing board on request ## Policies ### Check-in Check-in start time: noon; Check-in end time: midnight Minimum check-in age: 18 ### Check-out Check-out before 11:00 AM ### Special check-in instructions Front desk staff will greet guests on arrival at the property ### Access methods Staffed front desk ### Pets Pets stay free Service animals are welcome, and are exempt from fees ### Children and extra beds Children younger than 12 are not allowed at this adults-only property; all guests 12 and older are welcome Rollaway/extra beds are not available Cribs (infant beds) are not available ### Property payment types ## Important information ### You need to know Extra-person charges may apply and vary depending on property policy Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed Tax ID - C0009171520 This property accepts credit cards ### We should mention Guests under 12 years old are not permitted at this adults-only property ### Property is also known as Chesapeake Inn Lenox Chesapeake Lenox Chesapeake Inn of Lenox Lenox Chesapeake Inn of Lenox Bed & breakfast Chesapeake Inn of Lenox Bed & breakfast Lenox ## Frequently asked questions ### Does Chesapeake Inn of Lenox have a pool? > Yes, this property has an outdoor pool. ### Is Chesapeake Inn of Lenox pet-friendly? > Yes, pets are allowed at this property. ### How much is parking at Chesapeake Inn of Lenox? > Self parking is free at this property. ### What time is check-in at Chesapeake Inn of Lenox? > Check-in start time: noon; Check-in end time: midnight. ### What time is check-out at Chesapeake Inn of Lenox? > Check-out is at 11:00 AM. ### Where is Chesapeake Inn of Lenox located? > Situated in Lenox, this golf bed & breakfast is within 1 mi (2 km) of Tanglewood Music Center and Lenox Library. Ventfort Hall Mansion and Gilded Age Museum and Frelinghuysen Morris House and Studio are also within 2 mi (3 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Chesapeake Inn of Lenox Reviews 7.4 ### Good All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.[More information](https://www.expedia.ca/lp/b/content-guidelines) ### 7.2 Cleanliness ### 9.4 Location ### 9.6 Staff & service ### 7.0 Property conditions & facilities 10 - Excellent 3 8 - Good 0 6 - Okay 4 4 - Poor 1 2 - Terrible 0 ### 6/10 Okay #### Verified traveller Oct 14, 2019 Liked: Staff & service Very convenient location to arts / outdoors events in Lenox area. Available for one night stay, last minute booking. Host very responsive ##### Verified traveller Stayed 1 night in Oct 2019 ### 10/10 Excellent #### Vincent Aug 13, 2019 Liked: Cleanliness, staff & service, property conditions & facilities, room comfort #### Location, location, location John the Innkeeper is overly accommodating and offers terrific advice. The location couldn't be better and Lenox (downtown) is charming. ##### Vincent Stayed 2 nights in Aug 2019 ### 6/10 Okay #### Verified traveller Jul 11, 2019 ##### Verified traveller Stayed 1 night in Jul 2019 ### 4/10 Poor #### Anna, Oakland Jul 4, 2019 Liked: Staff & service Disliked: Cleanliness, property conditions & facilities The goodwill of the property owner does not outweigh the downsides of the property, unfortunately. The owner is kind, attentive, and very responsive. The bed had springs that you could feel (the owner did make an attempt to rectify this but it didn't happen in time for our stay). There is dirt in just about every corner of the house; the kitchen is not up to restaurant cleanliness standards. There is trash in the yard, broken pots near front door, and dirt on front porch (first impressions count). There is a continuing musty odor that is strong when you enter. Part of the upstairs bathroom sink is falling apart at the side. I feel bad for reporting this as the owner was so kind and thoughtful but I cannot justify giving this even 3 stars. It is close to Tanglewood however and the owner know the town very well. I would not stay here again. ##### Anna Stayed 3 nights in Jun 2019 ### 6/10 Okay #### Elizabeth Aug 21, 2018 Liked: Staff & service Disliked: Cleanliness, property conditions & facilities, room comfort The host of the Inn couldn't be more nice and accommodating but the Inn and the rooms could really use a good dusting/cleaning and overall update. That being said, it is extremely well located to Tanglewood. ##### Elizabeth Stayed 1 night in Aug 2018 ### 10/10 Excellent #### Verified traveller Aug 1, 2018 Liked: Cleanliness, staff & service, property conditions & facilities, room comfort ##### Verified traveller Stayed 1 night in Jul 2018 ### 10/10 Excellent #### Verified traveller Jul 9, 2016 Liked: Cleanliness, staff & service, property conditions & facilities, room comfort Excellent service ##### Verified traveller ### 6/10 Okay #### Verified traveller Aug 18, 2015 Liked: Staff & service Disliked: Room comfort #### Clean and basic B & B close to Tanglewood grounds Rooms are in a renovated older house. They are a little small, so the rooms themselves are not meant for lingering, although there is a living-room sized sitting room on the ground floor. The place is a little hard to find from the main road if you haven't been there before. ##### Verified traveller ## Expedia's Latest Trends ### Hotels > [Silver Reef Casino Resort](https://www.expedia.ca/Bellingham-Hotels-Silver-Reef-Casino-Resort.h16231932.Hotel-Information) > > [The Trail in Adams - Berkshires’ Art Hotel](https://www.expedia.ca/Adams-Hotels-Topia-Inn-An-Organic-Oasis.h12259511.Hotel-Information) > > [Great Wolf Lodge Boston / Fitchburg, MA](https://www.expedia.ca/Leominster-Hotels-Great-Wolf-Lodge-Boston-Fitchburg.h8458771.Hotel-Information) > > [Comfort Inn Hyannis - Cape Cod](https://www.expedia.ca/Hyannis-Hotels-Comfort-Inn.h1240460.Hotel-Information) > > [The Corsair & Cross Rip Oceanfront Resort](https://www.expedia.ca/Dennis-Port-Hotels-The-Corsair-Cross-Rip-Oceanfront-Resort.h894158.Hotel-Information) > > [Harbor Hotel Provincetown](https://www.expedia.ca/Provincetown-Hotels-Harbor-Hotel-Provincetown.h421590.Hotel-Information) > > [Freebird Motor Lodge by Reverie Boutique Collection](https://www.expedia.ca/West-Yarmouth-Hotels-Hunters-Green-Cape-Cod.h6589307.Hotel-Information) > > [La Quinta Inn & Suites by Wyndham Boston-Andover](https://www.expedia.ca/Andover-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Boston-Andover.h25755.Hotel-Information) > > [Chatham Bars Inn](https://www.expedia.ca/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information) > > [Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG](https://www.expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information) > > [Hyannis Travel Inn](https://www.expedia.ca/Hyannis-Hotels-Hyannis-Travel-Inn.h1379109.Hotel-Information) > > [Hyatt Place Marlborough/Apex Center](https://www.expedia.ca/Worcester-Hotels-Hyatt-Place-MarlboroughApex-Center.h20178059.Hotel-Information) > > [Best Western Cape Cod Hotel](https://www.expedia.ca/Hyannis-Hotels-Best-Western-Cape-Cod-Hotel.h28183.Hotel-Information) > > [Best Western Royal Plaza Hotel & Trade Center](https://www.expedia.ca/Worcester-Hotels-Best-Western-Royal-Plaza-Hotel-Trade-Center.h14628.Hotel-Information) > > [Cape Cod Family Resort and Parks](https://www.expedia.ca/West-Yarmouth-Hotels-Cape-Cod-Family-Resort-And-Inflatable-Park.h5306790.Hotel-Information) > > [Brass Key Guesthouse - Adults Only](https://www.expedia.ca/Provincetown-Hotels-Brass-Key-Guesthouse-Adults-Only.h18632862.Hotel-Information) > > [Club Wyndham Bentley Brook](https://www.expedia.ca/Hancock-Hotels-Club-Wyndham-Bentley-Brook.h973618.Hotel-Information) > > [Tulalip Resort Casino](https://www.expedia.ca/Everett-Hotels-Tulalip-Resort-Casino.h2161524.Hotel-Information) > > [Sea Crest Beach Resort](https://www.expedia.ca/North-Falmouth-Hotels-Sea-Crest-Beach-Hotel.h25567.Hotel-Information) > > [Northside Motel](https://www.expedia.ca/Williamstown-Hotels-Northside-Motel.h1581984.Hotel-Information) > > [Six Flags Great Escape Lodge & Indoor Waterpark](https://www.expedia.ca/Lake-George-Hotels-Six-Flags-Lodge-Indoor-Waterpark.h1385446.Hotel-Information) > > [Darien Lake Lodge on the Lake](https://www.expedia.ca/Corfu-Hotels-Darien-Lake-Lodge-On-The-Lake.h13279584.Hotel-Information) > > [Holiday Inn Express Boston - Milford by IHG](https://www.expedia.ca/Milford-Hotels-Holiday-Inn-Express-Boston-Milford.h555108.Hotel-Information) > > [Bayside Resort Hotel](https://www.expedia.ca/West-Yarmouth-Hotels-Bayside-Resort-Hotel.h896697.Hotel-Information) > > [Canad Inns Destination Center Grand Forks](https://www.expedia.ca/Grand-Forks-Hotels-Canad-Inns-Destination-Center-Grand-Forks.h1713856.Hotel-Information) > > [JW Marriott Desert Springs Resort & Spa](https://www.expedia.ca/Palm-Springs-Hotels-JW-Marriott-Desert-Springs-Resort-Spa.h17123.Hotel-Information) > > [Residence Inn By Marriott Boston Andover](https://www.expedia.ca/Andover-Hotels-Residence-Inn-By-Marriott-Boston-Andover.h795379.Hotel-Information) > > [Embassy Suites by Hilton Boston Marlborough](https://www.expedia.ca/Worcester-Hotels-Embassy-Suites-By-Hilton-Boston-Marlborough.h22959.Hotel-Information) > > [SpringHill Suites by Marriott Wrentham Plainville](https://www.expedia.ca/Wrentham-Hotels-SpringHill-Suites-By-Marriott-Wrentham-Plainville.h57749189.Hotel-Information) > > [The Brook at Turning Stone Resort Casino](https://www.expedia.ca/Utica-Hotels-Turning-Stone-Resort-And-Casino.h1684407.Hotel-Information)