A lake with a rocky shoreline and a forested island.

Search Lakeside Hotels in Western Massachusetts

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Western Massachusetts Lakeside Hotels

Tonight
10 Sept - 11 Sept
Tomorrow
11 Sept - 12 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

Our top choices for Western Massachusetts hotels on the lake

Lake
Lake
Exterior
Lake

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Susan
£105
includes taxes & fees
30 Sept - 1 Oct
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Property grounds
Smart TV
Interior
Coffee/tea maker, fridge, microwave, oven

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.
£342
includes taxes & fees
13 Sept - 14 Sept
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Interior
Exterior
Exterior
Coffee/tea maker, fridge, microwave, oven

3. Linny's - Private Dock - Lake Access - Firepit

Linny's - Private Dock - Lake Access - Firepit
West Suffield
United States
Wendy C.
£280
includes taxes & fees
13 Sept - 14 Sept
Linny's - Private Dock - Lake Access - Firepit
Beach nearby, sun-loungers, beach towels
Exterior
Interior
Outdoor dining

4. 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.
£263
includes taxes & fees
16 Sept - 17 Sept
Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake
Porch
Cottage, Lakeside | Terrace/patio
Bar (on property)
Penthouse (Penthouse Suite) | Premium bedding, in-room safe, desk, soundproofing

5. Interlaken Inn & Resort

Interlaken Inn & Resort
Lakeville
United States
Stacie
£162
includes taxes & fees
23 Sept - 24 Sept
Interlaken Inn & Resort
Terrace/patio
Interior
Property grounds
Superior Room, 1 Queen Bed, Private Bathroom (Wisteria Room) | Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds

6. The Maguire House Bed & Breakfast

The Maguire House Bed & Breakfast
Ashburnham
United States
Ranjit
£226
includes taxes & fees
23 Sept - 24 Sept
The Maguire House Bed & Breakfast
Terrace/patio
Property grounds
Interior
Coffee/tea maker, fridge, microwave, oven

7. Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Stafford
United States
megan g.
£243
includes taxes & fees
11 Sept - 12 Sept
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Property grounds
1 bedroom, iron/ironing board, WiFi, bed sheets
Property grounds
Property grounds

8. All the comforts of home

All the comforts of home
Hudson
United States
Julie B.
£107
includes taxes & fees
14 Sept - 15 Sept
All the comforts of home
Interior
1 bedroom, free WiFi
Interior
Exterior

9. 1 Full Bed|Mobility Access|Tub,Nsmk

1 Full Bed|Mobility Access|Tub,Nsmk
Enfield
£64
includes taxes & fees
15 Sept - 16 Sept
1 Full Bed|Mobility Access|Tub,Nsmk
Exterior
1 bedroom, desk, iron/ironing board, WiFi
Property grounds
Interior

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

Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Rindge
United States
Rebecca
£215
includes taxes & fees
17 Sept - 18 Sept
Cabin & Sauna on Lake Monomonac near Mt. Monadnock
View all properties

Top Western Massachusetts Hotel Reviews

The Yankee Inn

The Yankee Inn

10/10 Excellent
"Excellent in every way. Service, staff, amenities. Everything was perfect."
Joanne 2-night trip
Posted 1 day ago
The Yankee Inn
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

8/10 Good
"Nice and conveniently located"
Lina 3-night trip
Posted 3 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 £64 to £342 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.

Explore a world of travel with Expedia