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471 reviews

Pilgrim Inn

Pilgrim Inn

165 Housatonic Street, Lee, 01238, Massachusetts, United States

Choose dates to view prices

Skiing

Free parking

Free wifi

Golf course

Air conditioning

Tennis court

Private entrance

Parking On Site

Pilgrim Inn

Pilgrim Inn is a 3-star inn in Lee, Massachusetts, United States. Located at 165 Housatonic Street, it sits about 0.4mi from the city center.

Featured amenities include free wifi, free on-site parking, and a private entrance. The inn is pet friendly with extra charges and offers a range of experiences, from live music performances to a nearby golf course, skiing, and a tennis court (free). Inside, guests will find air conditioning, soundproof rooms and soundproofing, non-smoking options, a garden with a balcony, free toiletries, and a bathtub.

Price starts from $145. Reviews total 471.

Pilgrim Inn sits in Lee, Massachusetts at 165 Housatonic Street, about 0.4mi from the city center. This welcoming base makes it easy to explore the area, offering a relaxed, traveler-friendly vibe from the moment of arrival.

Fun options abound: live music performances and nearby activities like golf, skiing, and a free tennis court add a lively splash to the stay.

Pets are allowed with extra charges, and cash is not accepted. Accepted payment methods include Visa, American Express, Discover, Mastercard, Diners Club, JCB, Maestro, Carte Blanche, and UnionPay. Reviews total 471.

Closest airports

Westover Air Reserve Base / Metropolitan Airport

36.9mi

Bradley International Airport

38mi

Albany County Airport

42.1mi

Most popular amenities

Skiing

Free parking

Free wifi

Golf course

Air conditioning

Tennis court

Private entrance

Parking On Site

Soundproof rooms

Non-smoking rooms

Live music/Performance

Horseback riding

Garden

Bathtub

Free toiletries

Balcony

Soundproof

Rooms

King Room in Pilgrim Inn

Show 8 photos

King Room

1 King Size Bed

400 sqft

Private Bathroom

Balcony

Bathtub

Private entrance

x4

+

x3

More details

King Size Bed

Deluxe Queen Room in Pilgrim Inn

Show 10 photos

Deluxe, Queen Size

2 Queen Size Beds

400 sqft

Microwave

Coffee machine

Flat-screen TV

Dryer

x4

+

x3

More details

Deluxe Queen Bed

Queen Room with Two Queen Beds in Pilgrim Inn

Show 9 photos

Room - 2 Queen

2 Queen Size Beds

400 sqft

Private Bathroom

Balcony

Private entrance

Microwave

x4

+

x3

More details

Two Queen Beds Non Smoking

Deluxe, King Size

1 King Size Bed

x4

+

x3

More details

Deluxe King Bed

Show 3 photos

Presidential Suite, Multiple Beds, Balcony

Balcony

More details

Comfort, King Size

1 King Size Bed

+

More details

Deluxe, 2 Queen Size Beds

2 Queen Size Beds

x4

+

x3

More details

Standard Room

x4

+

x3

More details

Standard

Accessible Room

x4

+

x3

More details

Accessible

Presidential Suite

x8

+

x5

More details

Suite Presidential

Room - 2 Queen, View

2 Queen Size Beds

More details

Guest reviews

6

471 reviews

Categories of assessments

Cleanliness

Comfort

Location

Facilities

Staff

Value for money

WiFi quality

Featured reviews:

🇺🇸

Mary-margaret

8.2

August 2023

The location is close to the interstate and also close to nearby attractions. Restaurants and cafes are walking distance from the motel.

It was a blistering hot day, and I was looking forward to using the pool. When we arrived the pool was empty and unavailable to use. If a pool is listed as an amenity, it should be available. Don't list a pool if it's not available.

🇺🇸

Juliana

10

August 2024

I have stayed at the Pilgrim Inn several times for an inexpensive getaway to the Berkshires. There are no frills, but it is always spotlessly clean, and the beds are comfortable. The Pilgrim isn't for everyone, but the price and central location in Lee for Lenox, Stockbridge, W. Stockbridge, Gt. Barrington and Pittsfield can't be beaten. Next door is a Starbucks, and across the street is Rose's Cafe for a delicious full-serve breakfast.

The room was a bit musty.

🇬🇧

Oliver

8.2

May 2024

We upgraded to a newly decorated room as the first one was a little old and musty. Great room, lots of space and fridge and microwave really useful. Comfy beds and good location with easy walking access to food. Self check in was fine. Rooms could be cleaned as regularly as you wanted, clean towels requested etc. On site caretaker lady was very welcoming.

Nothing

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Lin

8.2

June 2023

Location perfect for me, 1/4 mile from Mass Pike, nearby Shell station, and Rose's Restaurant right across the street for breakfast. Plain, simple room, first floor, ample parking.

Although check-in is very efficient, the lack of direct human contact (it's all done electronically) is more impersonal and "unwelcoming" than it needs to be. The bathroom sink only produced cold water even though the tub/shower had good hot water.

🇺🇸

Anonymous

8.2

June 2025

Good location, clean room, comfortable bed, reasonable price.

Interesting that there isn't someone there for check in/ check out. You go into the office and call, and program the key card yourself. Can be a little off putting if you don't expect it but works fine.

🇺🇸

Samuel

9.1

October 2023

Wicked convenient location right off the pike. They were kind and allowed us to check in after 10p (though I wouldn’t guarantee this as an option to other guests - Raymond was exceedingly kind and made an exception for us).

If you’re staying here, you shouldn’t expect 5 star amenities, but it was a very reasonable place for us to lay our heads for the night. Would stay here again, particularly good value for money.

🇺🇸

Genice

9.1

February 2023

I liked how close it was to everywhere we were going. It was clean but a but outdated. I think with some new paint, carpets or flooring and new more updated bedding and decor this place would be even better. Check in was easy. We called a number the man watched us on camera do everything like get a key card and register and off we went. He even let us check in a bit early as we had come from a long trip.

Again it was very clean but outdated that made it look a bit dirty so an update is needed. Otherwise I don't really have anything bad to say.

🇺🇸

Joseph

8.2

August 2025

Location, right off the route 90. Next to "Starbucks". "Rose's Cafe" is across the street. Large and clean room. Reasonably priced.

No coat hanger shelf in a room to hang jackets

🇺🇸

Sydney

8.2

June 2023

The location of the hotel is very accessible to various restaurants and other places to enjoy your time, and both of us enjoyed our stay. checked-in was via remote and the person we spoke with was very kind and helpful. we will be back soon

the building smells like someone was smoking a cigarette inside.

🇺🇸

Timothy

8.2

July 2025

This is an old motel, a little run down but it was clean and had a comfortable bed. Great location for my trip to Jacobs Pillow. Friendly young man at the desk for check in.

Could use some updates

Points of Interest Around Pilgrim Inn

Airports

Westover Air Reserve Base / Metropolitan Airport

36.9mi

Bradley International Airport

38mi

Albany County Airport

42.1mi

Amenities of Pilgrim Inn

Skiing

Free parking

Free wifi

Golf course

Air conditioning

Tennis court

Private entrance

Parking On Site

Soundproof rooms

Non-smoking rooms

Live music/Performance

Horseback riding

Garden

Bathtub

Free toiletries

Balcony

Soundproof

Stay rules - Pilgrim Inn

  • Check-in / Check-out

  • Pets

  • Internet

  • Age restrictions

  • Curfew

  • Parking

  • Children and beds

  • Cards accepted at this property