Photo by Robin/Loving Life

Search Hotels with Restaurant in Canaan

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Canaan Hotels with Restaurant

Tonight
4 Dec - 5 Dec
Tomorrow
5 Dec - 6 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Canaan Hotels with Restaurant

Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
Pittsfield
8.0 out of 10, Very good, (976)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is 2.444.777 ₫
2.730.815 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior
Element Lenox Berkshires

Element Lenox Berkshires

3.0 star property
Lenox
9.8 out of 10, Exceptional, (11)
"New hotel very nice"
United States
joel
The price is 3.454.863 ₫
3.859.082 ₫ total
includes taxes & fees
11 Dec - 12 Dec
Element Lenox Berkshires
Exterior
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
Lee
9.0 out of 10, Wonderful, (1001)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
United States
Elisabeth
The price is 2.668.948 ₫
2.981.215 ₫ total
includes taxes & fees
16 Dec - 17 Dec
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lobby
Quality Inn

Quality Inn

2.5 star property
Lee
8.4 out of 10, Very good, (1000)
"Clean room and good breakfast "
United States
Kelly
The price is 2.389.658 ₫
2.669.247 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Quality Inn
Outdoor pool, pool loungers
The Red Lion Inn

The Red Lion Inn

3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1000)
"I love the ambience - historic and comfortable and excellent food. "
United States
Nancy
The price is 3.402.375 ₫
4.978.809 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
The Red Lion Inn
Terrace/patio
Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield

3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (657)
"Clean and convenient to Mt. Greylock. Kind staff. "
United States
Kristen
The price is 2.721.694 ₫
3.040.131 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Hilton Garden Inn Lenox Pittsfield
Interior
Berkshires Untold

Berkshires Untold

3.5 star property
Lenox
9.0 out of 10, Wonderful, (806)
"We had a nice room and the food was delicious. Great place to stay. "
United States
Vincent
The price is 2.891.721 ₫
3.230.052 ₫ total
includes taxes & fees
8 Dec - 9 Dec
Berkshires Untold
Egyptian cotton sheets, premium bedding, down duvets, minibar
Prospect Berkshires

Prospect Berkshires

3.0 star property
Egremont
9.6 out of 10, Exceptional, (15)
"Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay.... "
United States
Laura
The price is 6.856.980 ₫
8.543.006 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Prospect Berkshires
Front of property
Gregory House Country Inn

Gregory House Country Inn

3.0 star property
Averill Park
8.8 out of 10, Excellent, (82)
"The inn is attached to a fantastic restaurant and bar, also with a wood fired pizza oven! There was a nice room to hang out as a group, and the room was very quiet at night. A very comfortable stay."
United States
Andrew
The price is 2.966.962 ₫
3.293.327 ₫ total
includes taxes & fees
5 Dec - 6 Dec
Gregory House Country Inn
Seasonal outdoor pool
Little Cat Lodge

Little Cat Lodge

2.0 star property
Copake Falls
9.4 out of 10, Exceptional, (66)
"Good sized room with a comfortable bed. Friendly staff and breakfast was nice. The area was rather odd. Far too expensive for what I got but prices were really high the night I stayed. "
United States
kim
Little Cat Lodge
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.
View all properties

Top Canaan Hotel Reviews

Explore a world of travel with Expedia

Frequently asked questions

Why book your hotel with restaurants in Canaan with Expedia?
Expedia makes it a cinch to find your ideal hotel with restaurants in Canaan. Use our handy filters to search for properties with a restaurant on-site. If you have a fixed budget, choose how much you want to spend and the star rating of your hotel. We'll help you find the right place whatever your tastes or bank balance.
How can I find cheap hotels with restaurants in Canaan?
An excellent way to find cheap hotels with restaurants in Canaan is with Expedia's user-friendly filter tool. Locate stays with restaurants or a few extras, like included lunch and dinner. You can also narrow down your search results by amenities, budget and star rating to take advantage of unbeatable bargains in a few clicks.