Find hotels near Skyline Trail, Middlefield from NT$2,771
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
Our top choices for Skyline Trail hotels
9.6 out of 10, Exceptional, (374)
"Amazing customer service! Location was very good to explore the area."
Sophia
9.6 out of 10, Exceptional, (14)
"Rooms were very clean and spacious."
Morgan
The price is NT$4,240
NT$4,736 total
includes taxes & fees
Jan 6 - 2026/1/7
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham19.6 km from Skyline Trail
9.2 out of 10, Wonderful, (1003)
"Friendly staff, very clean room and super comfy bed"
Linda
The price is NT$3,177
NT$3,548 total
includes taxes & fees
Jan 6 - 2026/1/7
Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-Lenox19.5 km from Skyline Trail
9.2 out of 10, Wonderful, (1004)
"Very comfortable beds! "
Gerald
The price is NT$3,492
NT$3,901 total
includes taxes & fees
Jan 25 - 2026/1/26
9.2 out of 10, Wonderful, (659)
"The room was very clean with comfortable King bed. We really enjoyed the hot tub."
Christine
The price is NT$4,016
NT$4,486 total
includes taxes & fees
Jan 2 - 2026/1/3
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG19.3 km from Skyline Trail
9.2 out of 10, Wonderful, (71)
"Very clean and friendly staff that go above and beyond for their guests even in a snow storm! "
Kira
The price is NT$3,849
NT$4,299 total
includes taxes & fees
Jan 8 - 2026/1/9
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.
Top Skyline Trail Hotel Reviews
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
10/10 Excellent
Hotels near other Skyline Trail attractions
Frequently asked questions
Explore a world of travel with Expedia
- Romantic Hotels in Lenox
- South Lee Hotels
- Hotels with a Pool in Stockbridge
- Hotels near Smith College
- Blandford Hotels
- B&B in Western Massachusetts
- Goshen Hotels
- Pet-Friendly Hotels in Pittsfield
- Hotels near Chesterwood
- Hotels with smoking rooms in Lee
- Hotels near Tyringham Cobble
- Hotels near National Shrine of the Divine Mercy
- Southampton Hotels
- Hotels near Bas Ridge Golf Course
- 5 Star Hotels in Becket
- Stockbridge Hotels
- Guest Houses in Pittsfield Intermodal Transportation Center
- 3 Star Hotels in Goshen
- Florence Hotels
- Hotels with Bars in Pittsfield
- Cheap Hotels in Pittsfield
- Hotel Wedding Venues Hotels in Stockbridge
- Country Houses in Beartown State Forest
- Lodges in Cummington
- Rv Parks in Otis
- Hotels with an Indoor Pool in Pittsfield
- Richmond Hotels
- Hinsdale Hotels
- Hotels near Furnace Brook Winery at Hilltop Orchards
- Lenox Hotels
- 4 Star Hotels in Lenox
- Hotels near Spare Time Bowling
- Hotels near Berkshire East Ski Resort
- Hotels near Guido's Marketplace
- Hotels near Goose Pond Reservation
- Cheap Hotels in The Berkshires
- Pet-Friendly Hotels in Western Massachusetts
- 4 Star Hotels in Western Massachusetts
- Lee Hotels
- Hotels near Mount Greylock
- Historic Hotels in Lenox
- Hotels near Bousquet Ski Area
- Hotels near Tanglewood Music Center
- Hotels near Hawley Bog Preserve
- 3 Star Hotels in Lanesborough
- Golf Hotels in Pittsfield
- Hotels with smoking rooms in Western Massachusetts
- Winery Hotels in Western Massachusetts
- Golf Hotels in Lanesborough
- Hotels near Ski Butternut
- Resorts in Otis
- Hotels with Hot Tubs in Lee
- Great Barrington Hotels
- Pittsfield Hotels
- Hotels with an Indoor Pool in Lenox
- Pet-Friendly Hotels in Lee
- Hotels near Herman Melville's Arrowhead
- Otis Hotels
- Flights to South Lee
- Flights from Chester
- Flights from Houston (HOU) to Pittsfield (PSF)
- Flights from Louisville (LOU) to Pittsfield (PSF)
- Flights from Washington (DCA) to Pittsfield (PSF)
- Flights from Pittsfield
- Flights from Portsmouth (PSM) to Pittsfield (PSF)
- Flights from Asheville (AVL) to Pittsfield (PSF)
- Flights from Charleston (CRW) to Pittsfield (PSF)
- Flights from Lee
- Flights from Watertown (ART) to Pittsfield (PSF)
- Flights from Sydney (SYD) to Pittsfield (PSF)
- Animagic Museum of Animation
- South Lee Vacations
- Visit South Lee
- Visit Lee
- Visit Dalton
- Pleasant Valley Wilderness Sanctuary
- Visit The Berkshires
- Chesterfield Gorge
- Visit Lenox
- Frelinghuysen Morris House and Studio
- Visit Middlefield
- Kushi Institute
- Crane Museum of Papermaking
- Canoe Meadows Wildlife Sanctuary
- Bousquet Ski Area
- Otis Ridge
- Visit Lanesborough
- Pyramid Lake
- Lenox Mountain
- Becket Land Trust Historic Quarry
- Greenock Country Club
- Lee Premium Outlets