Top Hotels Near Skyline Trail in Middlefield from AU$144

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Filter by

Popular filters
Popular filters
Guest rating
Guest rating
Property class
Payment type
Payment type
Property type
Property type
Area
Area
Popular locations
1
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility
Traveller experience
Traveller experience

Accommodation near Skyline Trail

The Black Swan Lee - Lenox, Ascend Hotel Collection
3.0 star property
9.0 out of 10, Wonderful, (1001)
"Great stay! Staff extremely friendly and room was very clean. Will definitely be back."
The price is AU$327
includes taxes & fees
8 July - 9 July
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (906)
"Classic hotel but our room was far from main desk and fairly inconvenient. Room was in a separate annex "
The price is AU$427
includes taxes & fees
8 July - 9 July
The Red Lion Inn
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
3.5 star property
9.0 out of 10, Wonderful, (492)
"Everything is excellent just right! Went in a short trip with the grandchildren and everyone loves the accommodations! Lot's to do for all ages!"
The price is AU$334
includes taxes & fees
1 July - 2 July
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Save an average of 15% on thousands of hotels when you're signed in
Seven Hills Inn
4.0 star property
7.8 out of 10, Good, (467)
"Great breakfast, amazing property, comfortable beds! Water in shower wasn’t hot, had to take a “warm-cold” fast shower but it didn’t matter. The view, the quiet, nature and siting areas made the stay perfect. Will come again!!"
Seven Hills Inn
Lakehouse Inn
4.0 star property
9.6 out of 10, Exceptional, (168)
" Beautiful spot. Great staff, breakfast and goodies. "
The price is AU$321
includes taxes & fees
1 July - 2 July
Lakehouse Inn
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
9.4 out of 10, Exceptional, (653)
"Great place for a stay. Clean and well run by staff."
The price is AU$376
includes taxes & fees
9 July - 10 July
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
The Cornell Inn, Lenox
3.0 star property
8.8 out of 10, Excellent, (1000)
"Wonderful hospitality at the Cornell Inn. Baked goods to greet you everyday and very nice outdoor decks for relaxing. Our superior queen room had its own deck and fireplace! "
The price is AU$305
includes taxes & fees
9 July - 10 July
The Cornell Inn, Lenox
Monument Mountain Motel
2.5 star property
9.0 out of 10, Wonderful, (610)
"The manager was very friendly and helpful. Grounds were well kept clean."
The price is AU$208
includes taxes & fees
1 July - 2 July
Monument Mountain Motel
Apple Tree Inn
3.0 star property
8.2 out of 10, Very good, (223)
"Beautiful property and scenic views! Staff was very friendly. We had a wonderful time! "
The price is AU$379
includes taxes & fees
24 July - 25 July
Apple Tree Inn
Quality Inn
2.5 star property
8.2 out of 10, Very good, (1000)
"Property is so convenient to downtown theater and restaurants. Quiet, good parking. Bed a little too soft for me but comfortable otherwise."
The price is AU$452
includes taxes & fees
28 June - 29 June
Quality Inn
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
2.5 star property
8.8 out of 10, Excellent, (511)
"Great place "
The price is AU$302
includes taxes & fees
22 July - 23 July
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Chambery Inn
3.0 star property
9.6 out of 10, Exceptional, (356)
"Amazing place.."
The price is AU$504
includes taxes & fees
7 July - 8 July
Chambery Inn
Blackberry River Inn
3.0 star property
9.6 out of 10, Exceptional, (35)
"The inn was very quaint and the staff was very friendly. The breakfast was amazing."
The price is AU$308
includes taxes & fees
9 July - 10 July
Blackberry River Inn
Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
7.6 out of 10, Good, (464)
"Clean basic and friendly! Why overpay elsewhere? Right next to Cafe Adam…. Perfect location"
The price is AU$166
includes taxes & fees
7 July - 8 July
Travelodge by Wyndham Great Barrington Berkshires
The Briarcliff Motel
3.0 star property
8.8 out of 10, Excellent, (390)
"Liked everything about it"
The price is AU$260
includes taxes & fees
9 July - 10 July
The Briarcliff Motel
The Ponds at Foxhollow by Capital Vacations
3.0 star property
8.6 out of 10, Excellent, (111)
"Comfortable condo accommodations. Ample size, Workable kitchen. Comfortable bed. Lovely setting. And a community facility with a pool, workout equipment, and sauna too! Small but tangible complaint: outside lighting is very bright and shines into BR window. "
The Ponds at Foxhollow by Capital Vacations
Shaker Mill Inn
2.5 star property
9.6 out of 10, Exceptional, (386)
"Wonderful place to stay in western Massachusetts."
The price is AU$373
includes taxes & fees
1 July - 2 July
Shaker Mill Inn
Econo Lodge Lee - Great Barrington
2.0 star property
6.4 out of 10, (519)
"Found small bugs in the bathroom."
The price is AU$144
includes taxes & fees
1 July - 2 July
Econo Lodge Lee - Great Barrington
Locust Tree Bed and Breakfast LLC
3.0 star property
9.0 out of 10, Wonderful, (329)
"Heidi does a great job overall. Very accommodating on our late check in. Great breakfast. Nice room with private. Outside veranda on 2nd floor is nice to have drinks and snacks. "
The price is AU$182
includes taxes & fees
30 June - 1 July
Locust Tree Bed and Breakfast LLC
The Lenox Collection
3.5 star property
8.8 out of 10, Excellent, (230)
"My friend and I Enjoyed our stay at one of the properties. It would’ve been preferable, not to check in at one property and then go to another and then return First property for breakfast. However, the breakfast was more than what I expected, and we were both very satisfied with the Choices. The properties proximity to the town was a plus."
The price is AU$186
includes taxes & fees
9 July - 10 July
The Lenox Collection
Don't see what you're looking for?
See all available properties in Skyline Trail
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.

Skyline Trail Travel Info

Number of reviews
9,230
Accommodation
1,537 hotels
Location
Middlefield, United States of America
Lowest price
AU$144
Highest price
AU$504

Stay close to other popular attractions

Frequently asked questions

What's the area like around Skyline Trail?

Skyline Trail is located in a welcoming area of Middlefield known for its beautiful lakeside setting and cosy cafes. You'll find 15 hotels and other accommodations within a few miles for a convenient home base.

Where is the best place to stay near Skyline Trail?

Life House Berkshires is one of the top choices for your stay based on our traveller data, and this lodge offers a restaurant and free parking. You'll find it 12.3 mi (19.8 km) from Skyline Trail. Other good options in the area include The Black Swan Lee - Lenox, Ascend Hotel Collection and The Yankee, Trademark Collection by Wyndham.

How many hotels are there close to Skyline Trail?

Expedia has 15 hotels and other accommodation options a few miles from Skyline Trail.

If I need to cancel the hotel reservation for my stay near Skyline Trail, will I receive a refund?

Yes! The majority of hotel bookings are fully refundable if you cancel before the hotel’s cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a non-refundable reservation, you may still be able to cancel and receive a refund within a 24-hour period of booking. Put your dates in and click on "Search", then use the filter option "fully refundable" to view top deals close to Skyline Trail.