A lake with a rocky shoreline and a forested island.

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Check availability on Western Massachusetts Lakeside Hotels

Tonight
26 Oct - 27 Oct
Tomorrow
27 Oct - 28 Oct
This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Western Massachusetts hotels on the lake

A lodge with a large building and a dock by a lake, surrounded by forest.
A lakeside dock with kayaks and a covered boat ramp.
A lakeside lodge with a dock, fishing rods, and outdoor seating.
A dining area with large windows, wooden furniture, and a view of a lake.

1. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Gustavo
£91
includes taxes & fees
22 Nov - 23 Nov
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A hot tub with a wooden deck and chairs, a white building with windows, and a clear sky.
A kitchen with a window, white tiles, a sink, and a wooden shelf with kitchen utensils.
A modern kitchen with white countertops, green cabinets, and a built-in dishwasher.
A modern kitchen with green cabinets, a white countertop, and a wooden floor.

2. Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Hinsdale
United States
Kyle R.
£354
includes taxes & fees
27 Oct - 28 Oct
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
A residential garden with a stone border, various plants, and a house in the background.
A sandy beach with a lake and forest in the background.
A green house with a wooden deck, a balcony, and a small garden.
A bedroom with a bed, a piano, a desk, a chair, and a large window.

3. Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake

Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake
Great Barrington
United States
Kristin O.
£258
includes taxes & fees
27 Oct - 28 Oct
Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake
A wooden deck with a swing chair and a bench overlooking a lake.
A lakeside deck with Adirondack chairs, a canoe, and a wooden railing.
A modern bar area with a counter, bar stools, and a variety of bottles.
A modern hotel room with a bed, sofa, leather chair, and a small table.

4. Interlaken Inn & Resort

Interlaken Inn & Resort
Lakeville
United States
mary
£218
includes taxes & fees
26 Nov - 27 Nov
Interlaken Inn & Resort
A wooden deck with a staircase leading to a covered porch area.
A serene lakeside setting with autumn foliage, a white building with multiple windows, and a calm water body.
A kitchen with wooden cabinets, a built-in microwave, a coffee maker, and a sink.
A gravel pathway leading through a garden with a wooden pergola structure and a lattice fence.

5. All the comforts of home

All the comforts of home
Hudson
United States
Lori M.
£109
includes taxes & fees
1 Nov - 2 Nov
All the comforts of home
A covered porch with Adirondack chairs and a table with wine glasses, overlooking a lake and lush greenery.
A bedroom with a large bed, a view of a lake, and a table with flowers.
A living room with a chessboard, a glass of beer, a sofa, and a chair.
A table with a plate of strawberries, a mug, and binoculars, set against a window with a view of greenery and a body of water.

6. The Maguire House Bed & Breakfast

The Maguire House Bed & Breakfast
Ashburnham
United States
Jeffrey
£214
includes taxes & fees
5 Nov - 6 Nov
The Maguire House Bed & Breakfast
A wooden deck with outdoor furniture, overlooking a lake with boats and houses in the background.
A house with a stone chimney, a dock extending into a lake, and a wooden deck.
A modern kitchen with wooden cabinets, a black refrigerator, and a dining table with chairs.
A house with a grey shingled roof, a stone chimney, and a small window.

7. Serene 2-bedroom, 2-bath lakefront retreat on Staffordville Lake for 5 people.

Serene 2-bedroom, 2-bath lakefront retreat on Staffordville Lake for 5 people.
Stafford
United States
Julianne
£240
includes taxes & fees
27 Oct - 28 Oct
Serene 2-bedroom, 2-bath lakefront retreat on Staffordville Lake for 5 people.
A modern reception area with a counter, two chairs, a small table, and a carpeted floor.
A motel with a prominent '6' sign, a brick entrance, and a white exterior.
A hotel room with a bed, a window with curtains, a wall-mounted air conditioner, and a nightstand.
A multi-story building with a covered walkway, a large rock, and flowering plants.

8. 1 King Bed|Non-Smoking,Micfridge

1 King Bed|Non-Smoking,Micfridge
Enfield
United States
Edward N.
£57
includes taxes & fees
1 Nov - 2 Nov
1 King Bed|Non-Smoking,Micfridge
A two-story house with a red roof, a front porch with a railing, and a gravel driveway.
A cozy cabin interior with a sectional sofa, a coffee table, a small cabinet, and a window with a view of the outdoors.
A bedroom with a bed, bedside lamps, a window, and a built-in towel rack.
A kitchen with wooden floors, white cabinets, a central island, and stainless steel appliances.

9. The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont

The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont
Woodford
United States
Dana W.
£297
includes taxes & fees
16 Nov - 17 Nov
The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont
A cabin with a dock extending into a calm river, surrounded by snow-covered trees and a clear sky.
A rustic kitchen with copper cookware, a stone fireplace, and a dining area with natural light.
A room with a bed, wooden ceiling, and a sliding glass door leading to a snowy outdoor area.
A spacious living room with a high ceiling, wooden beams, a fireplace, and a dining area with natural light from large windows.

10. Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Rindge
United States
David S.
£258
includes taxes & fees
27 Oct - 28 Oct
Cabin & Sauna on Lake Monomonac near Mt. Monadnock
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Top Western Massachusetts Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Great"
Sharath 1-night trip
Posted 2 days ago
Hotel Downstreet, an Ascend Collection Hotel

Frequently asked questions

How much do lakeside hotels in Western Massachusetts cost?
The price for lakeside hotels in Western Massachusetts ranges from £57 to £354 per night. No matter your budget, you're sure to find a perfect retreat near the water. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your lakeside hotel in Western Massachusetts with Expedia?
Expedia will help you find the perfect lakeside hotel whatever your travel plans or budget. Keep it affordable and check in to a 3-star stay close to the water, or splurge and book a 5-star hotel where charming lake vistas are just steps away. Use our handy search filters to find a place in Western Massachusetts that checks your boxes.
How can I find cheap lakeside hotels in Western Massachusetts?
Use Expedia's handy filters to set your price per night budget. Then, choose your desired hotel star rating — they range from basic (1 star) to luxury (5 star). You can also search based on the area you want to stay in. Scoring your dream lakeside hotel in Western Massachusetts at the perfect price couldn't be any simpler!
What is there to do in Western Massachusetts near my lakeside hotel?
The best accessory to take on your Western Massachusetts holiday is a good itinerary! Naismith Memorial Basketball Hall of Fame, Titanic Museum and Springfield Science Museum are among the top things to do if you're headed to Springfield. Amherst is also home to superb attractions, such as Emily Dickinson Museum. Eager to add to your to-do list? Visit Amherst Farm Winery and Mead Art Museum too.

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