Title: South Egremont Vacation Packages & Trips 2026  | Expedia.ca

[South Egremont Travel Guide](https://expedia.ca/South-Egremont.dx183341)[Hotels in South Egremont](https://expedia.ca/South-Egremont-Hotels.d183341.Travel-Guide-Hotels)[Vacation Rentals in South Egremont](https://expedia.ca/South-Egremont-Vacation-Rentals.d183341.Travel-Guide-VacationRentals)[Flights to South Egremont](https://expedia.ca/Cheap-Flights-To-South-Egremont.d183341.Travel-Guide-Flights)[South Egremont Car Rentals](https://expedia.ca/Car-Rentals-In-South-Egremont.d183341.Car-Rental-Guide)

![](https://images.trvl-media.com/place/637217608890609664/4629c824-1303-4f32-8ec9-486fc394d12d.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# South Egremont Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

Photo by Leah Dalley

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to CA $1,096 when you book a flight and hotel together\*
- ###  
Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
- ###  
Rest easy  
Plan, book, and manage your trip all in one place

#### Your South Egremont Vacation

When a fun city break is calling, answer it with a vacation package to South Egremont. The neighborhood of Canann Village Historic District, which is good for dining, culture and shopping, makes an awesome base for your adventures. Ready to explore your new surroundings? [Ski Butternut](https://www.expedia.ca/Ski-Butternut-Great-Barrington.d6182072.Vacation-Attraction), [Catamount Ski Area](https://www.expedia.ca/Catamount-Ski-Area-United-States-of-America.d6087211.Vacation-Attraction) and [Housatonic River Walk](https://www.expedia.ca/Housatonic-River-Walk-Great-Barrington.d553248621532665241.Vacation-Attraction) are among the leading places to visit during a trip to South Egremont. Whatever your travel plans or budget, organizing a tailored South Egremont vacation is a cinch with Expedia.

## Ready to book your vacation to South Egremont?

Choose your dates

## South Egremont Hotel Deals

![The Yankee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Yankee, Trademark Collection by Wyndham

461 Pittsfield Rd Lenox MA

Fully refundableReserve now, pay when you stay

CA $127

CA $142 total

Jan 4 - Jan 5, 2026

includes taxes & fees

9/10 Wonderful! (1,004 reviews)

Wonderful breakfast, amazing relaxing hot tub, Beautiful clean room, staff friendly very helpful. Will stay again !!

Reviewed on Dec 17, 2025

[](https://expedia.ca/Hotel-Search?startDate=04%2F01%2F2026&endDate=05%2F01%2F2026&selected=54944&PinnedHotelID=54944&HadPinnedHotel=true&regionId=183341)

![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Berkshire Mountain Lodge

8 Dan Fox Dr Pittsfield MA

Fully refundableReserve now, pay when you stay

CA $135

CA $181 total

Jan 11 - Jan 12, 2026

includes taxes & fees

9/10 Wonderful! (792 reviews)

Spacious room and loved pool and hot tub!

Reviewed on Dec 19, 2025

[](https://expedia.ca/Hotel-Search?startDate=11%2F01%2F2026&endDate=12%2F01%2F2026&selected=11449113&PinnedHotelID=11449113&HadPinnedHotel=true&regionId=183341)

![The Red Lion Inn](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d8bd26bd_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Red Lion Inn

30 Main Street Stockbridge MA

Fully refundableReserve now, pay when you stay

CA $189

CA $273 total

Jan 14 - Jan 15, 2026

includes taxes & fees

8.6/10 Excellent! (1,002 reviews)

I had always wanted to stay at The Red Lion Inn and decided to treat myself to a one-night stay. Since it was in December I was especially excited to have a fireplace in the room. Sadly, I learned the fireplace didn’t work and that they are renovating some of the systems, but offered no partial refund ...

Reviewed on Dec 23, 2025

[](https://expedia.ca/Hotel-Search?startDate=14%2F01%2F2026&endDate=15%2F01%2F2026&selected=5780784&PinnedHotelID=5780784&HadPinnedHotel=true&regionId=183341)

[See all 1,363 properties in South Egremont](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=26%2F12%2F2025&endDate=27%2F12%2F2025&regionId=183341)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

## Explore a world of travel with Expedia

- Lodging
- Flights
- Packages
- Cars
- Vacation Rental

- [Guest Houses in Alford ](https://www.expedia.ca/Alford-Guest-Houses.d3000421226-aaGuestHouses.Travel-Guide-Accommodation)
- [Alford Hotels ](https://www.expedia.ca/Alford-Hotels.d3000421226.Travel-Guide-Hotels)
- [Lodges in Alford ](https://www.expedia.ca/Alford-Lodges.d3000421226-aaLodges.Travel-Guide-Accommodation)
- [Inns in Egremont ](https://www.expedia.ca/Egremont-Inns.d553248634998707560-aaInns.Travel-Guide-Accommodation)
- [B&B in Great Barrington ](https://www.expedia.ca/Great-Barrington-Bed-And-Breakfast.d110336-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Castles in Great Barrington ](https://www.expedia.ca/Great-Barrington-Castles.d110336-aaCastles.Travel-Guide-Accommodation)
- [Guest Houses in Great Barrington ](https://www.expedia.ca/Great-Barrington-Guest-Houses.d110336-aaGuestHouses.Travel-Guide-Accommodation)
- [Boutique Hotels in Great Barrington ](https://www.expedia.ca/Great-Barrington-Hotels-Boutique-Hotel.0-0-d110336-tBoutiqueHotel.Travel-Guide-Filter-Hotels)
- [Cheap Hotels in Great Barrington ](https://www.expedia.ca/Great-Barrington-Hotels-Cheap-Hotels.0-0-d110336-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Hotels with a Pool in Great Barrington ](https://www.expedia.ca/Great-Barrington-Hotels-Hotel-With-Pool.0-0-d110336-tHotelwithPool.Travel-Guide-Filter-Hotels)
- [Hotels with Hot Tubs in Great Barrington ](https://www.expedia.ca/Great-Barrington-Hotels-Hotels-With-Hot-Tubs.0-0-d110336-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels)
- [Hotels with an Indoor Pool in Great Barrington ](https://www.expedia.ca/Great-Barrington-Hotels-Hotels-With-Indoor-Pool.0-0-d110336-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels)
- [Luxury Hotels in Great Barrington ](https://www.expedia.ca/Great-Barrington-Hotels-Luxury-Hotel.0-0-d110336-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Pet-Friendly Hotels in Great Barrington ](https://www.expedia.ca/Great-Barrington-Hotels-Pet-Friendly-Hotel.0-0-d110336-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [Spa Hotels in Great Barrington ](https://www.expedia.ca/Great-Barrington-Hotels-Spa-Hotel.0-0-d110336-tSpaHotel.Travel-Guide-Filter-Hotels)
- [Great Barrington Hotels ](https://www.expedia.ca/Great-Barrington-Hotels.d110336.Travel-Guide-Hotels)
- [Inns in Great Barrington ](https://www.expedia.ca/Great-Barrington-Inns.d110336-aaInns.Travel-Guide-Accommodation)
- [Motels in Great Barrington ](https://www.expedia.ca/Great-Barrington-Motels.d110336-aaMotels.Travel-Guide-Accommodation)
- [Resorts in Great Barrington ](https://www.expedia.ca/Great-Barrington-Resort-Hotels.d110336-aaResortHotels.Travel-Guide-Accommodation)
- [Housatonic Hotels ](https://www.expedia.ca/Housatonic-Hotels.d3000441135.Travel-Guide-Hotels)
- [Hotels near Mahaiwe Performing Arts Center ](https://www.expedia.ca/Mahaiwe-Performing-Arts-Center-Hotels.0-l553248621532665242-0.Travel-Guide-Filter-Hotels)
- [Aparthotels in Mill River ](https://www.expedia.ca/Mill-River-Apart-Hotels.d3000748895-aaApartHotels.Travel-Guide-Accommodation)
- [Cabin Rentals in Mill River ](https://www.expedia.ca/Mill-River-Cabins.d3000748895-aaCabins.Travel-Guide-Accommodation)
- [Chalets in Mill River ](https://www.expedia.ca/Mill-River-Chalets.d3000748895-aaChalets.Travel-Guide-Accommodation)
- [Cottages in Mill River ](https://www.expedia.ca/Mill-River-Cottages.d3000748895-aaCottages.Travel-Guide-Accommodation)
- [Guest Houses in Mill River ](https://www.expedia.ca/Mill-River-Guest-Houses.d3000748895-aaGuestHouses.Travel-Guide-Accommodation)
- [Mill River Hotels ](https://www.expedia.ca/Mill-River-Hotels.d3000748895.Travel-Guide-Hotels)
- [Inns in Mill River ](https://www.expedia.ca/Mill-River-Inns.d3000748895-aaInns.Travel-Guide-Accommodation)
- [Motels in Mill River ](https://www.expedia.ca/Mill-River-Motels.d3000748895-aaMotels.Travel-Guide-Accommodation)
- [Resorts in Mill River ](https://www.expedia.ca/Mill-River-Resort-Hotels.d3000748895-aaResortHotels.Travel-Guide-Accommodation)
- [Townhomes in Mill River ](https://www.expedia.ca/Mill-River-Townhomes.d3000748895-aaTownhomes.Travel-Guide-Accommodation)
- [Farmstay in Mount Washington ](https://www.expedia.ca/Mount-Washington-Agritourism.d553248634999242901-aaAgritourism.Travel-Guide-Accommodation)
- [Aparthotels in Mount Washington ](https://www.expedia.ca/Mount-Washington-Apart-Hotels.d553248634999242901-aaApartHotels.Travel-Guide-Accommodation)
- [Apartments in Mount Washington ](https://www.expedia.ca/Mount-Washington-Apartments.d553248634999242901-aaApartments.Travel-Guide-Accommodation)
- [B&B in Mount Washington ](https://www.expedia.ca/Mount-Washington-Bed-And-Breakfast.d553248634999242901-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Chalets in Mount Washington ](https://www.expedia.ca/Mount-Washington-Chalets.d553248634999242901-aaChalets.Travel-Guide-Accommodation)
- [Condo Resorts in Mount Washington ](https://www.expedia.ca/Mount-Washington-Condominium-Resort.d553248634999242901-aaCondominiumResort.Travel-Guide-Accommodation)
- [Guest Houses in Mount Washington ](https://www.expedia.ca/Mount-Washington-Guest-Houses.d553248634999242901-aaGuestHouses.Travel-Guide-Accommodation)
- [Holiday Park Resorts in Mount Washington ](https://www.expedia.ca/Mount-Washington-Holiday-Parks.d553248634999242901-aaHolidayParks.Travel-Guide-Accommodation)
- [Cheap Hotels in Mount Washington ](https://www.expedia.ca/Mount-Washington-Hotels-Cheap-Hotels.0-0-d553248634999242901-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Hotels with a Pool in Mount Washington ](https://www.expedia.ca/Mount-Washington-Hotels-Hotel-With-Pool.0-0-d553248634999242901-tHotelwithPool.Travel-Guide-Filter-Hotels)
- [Luxury Hotels in Mount Washington ](https://www.expedia.ca/Mount-Washington-Hotels-Luxury-Hotel.0-0-d553248634999242901-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Mount Washington Hotels ](https://www.expedia.ca/Mount-Washington-Hotels.d553248634999242901.Travel-Guide-Hotels)
- [Inns in Mount Washington ](https://www.expedia.ca/Mount-Washington-Inns.d553248634999242901-aaInns.Travel-Guide-Accommodation)
- [Lodges in Mount Washington ](https://www.expedia.ca/Mount-Washington-Lodges.d553248634999242901-aaLodges.Travel-Guide-Accommodation)
- [Motels in Mount Washington ](https://www.expedia.ca/Mount-Washington-Motels.d553248634999242901-aaMotels.Travel-Guide-Accommodation)
- [Resorts in Mount Washington ](https://www.expedia.ca/Mount-Washington-Resort-Hotels.d553248634999242901-aaResortHotels.Travel-Guide-Accommodation)
- [Townhomes in Mount Washington ](https://www.expedia.ca/Mount-Washington-Townhomes.d553248634999242901-aaTownhomes.Travel-Guide-Accommodation)
- [Townhomes in North Egremont ](https://www.expedia.ca/North-Egremont-Townhomes.d553248635976384751-aaTownhomes.Travel-Guide-Accommodation)
- [Aparthotels in Sheffield ](https://www.expedia.ca/Sheffield-Apart-Hotels.d157238-aaApartHotels.Travel-Guide-Accommodation)
- [B&B in Sheffield ](https://www.expedia.ca/Sheffield-Bed-And-Breakfast.d157238-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Guest Houses in Sheffield ](https://www.expedia.ca/Sheffield-Guest-Houses.d157238-aaGuestHouses.Travel-Guide-Accommodation)
- [Holiday Park Resorts in Sheffield ](https://www.expedia.ca/Sheffield-Holiday-Parks.d157238-aaHolidayParks.Travel-Guide-Accommodation)
- [Boutique Hotels in Sheffield ](https://www.expedia.ca/Sheffield-Hotels-Boutique-Hotel.0-0-d157238-tBoutiqueHotel.Travel-Guide-Filter-Hotels)
- [Cheap Hotels in Sheffield ](https://www.expedia.ca/Sheffield-Hotels-Cheap-Hotels.0-0-d157238-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Historic Hotels in Sheffield ](https://www.expedia.ca/Sheffield-Hotels-Historic-Hotel.0-0-d157238-tHistoricHotel.Travel-Guide-Filter-Hotels)
- [Luxury Hotels in Sheffield ](https://www.expedia.ca/Sheffield-Hotels-Luxury-Hotel.0-0-d157238-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Sheffield Hotels ](https://www.expedia.ca/Sheffield-Hotels.d157238.Travel-Guide-Hotels)
- [Lodges in Sheffield ](https://www.expedia.ca/Sheffield-Lodges.d157238-aaLodges.Travel-Guide-Accommodation)
- [Hotels near Ski Butternut ](https://www.expedia.ca/Ski-Butternut-Hotels.0-l6182072-0.Travel-Guide-Filter-Hotels)

- [Flights to Great Barrington ](https://www.expedia.ca/Cheap-Flights-To-Great-Barrington.d110336.Travel-Guide-Flights)
- [Flights to Sheffield ](https://www.expedia.ca/Cheap-Flights-To-Sheffield.d157238.Travel-Guide-Flights)

- [Adams Vacations ](https://www.expedia.ca/Adams.d6005393.Destination-Travel-Guides)
- [Auburn Mall ](https://www.expedia.ca/Auburn-Mall-Auburn.d6208533.Vacation-Attraction)
- [Becket Land Trust Historic Quarry ](https://www.expedia.ca/Becket-Land-Trust-Historic-Quarry-Becket.d553248621532666600.Vacation-Attraction)
- [Big E ](https://www.expedia.ca/Big-E-West-Springfield.d553248621533116953.Vacation-Attraction)
- [Calvin Theatre and Performing Arts Center ](https://www.expedia.ca/Calvin-Theatre-And-Performing-Arts-Center-Northampton.d553248621532666663.Vacation-Attraction)
- [Canoe Meadows Wildlife Sanctuary ](https://www.expedia.ca/Canoe-Meadows-Wildlife-Sanctuary-Pittsfield.d553248621532665285.Vacation-Attraction)
- [Chicopee Falls Dam ](https://www.expedia.ca/Chicopee-Falls-Dam-Chicopee.d6070279.Vacation-Attraction)
- [Eastern States Exposition ](https://www.expedia.ca/Eastern-States-Exposition-West-Springfield.d6070273.Vacation-Attraction)
- [Florida Vacations ](https://www.expedia.ca/Florida.d553248634999031091.Destination-Travel-Guides)
- [Great Barrington Vacations ](https://www.expedia.ca/Great-Barrington.d110336.Destination-Travel-Guides)
- [Visit Great Barrington ](https://www.expedia.ca/Great-Barrington.dx110336)
- [Hancock Shaker Village ](https://www.expedia.ca/Hancock-Shaker-Village-Pittsfield.d6091849.Vacation-Attraction)
- [Lake Buel ](https://www.expedia.ca/Lake-Buel-Great-Barrington.d553248635976196476.Vacation-Attraction)
- [Lake Mansfield Park ](https://www.expedia.ca/Lake-Mansfield-Park-Great-Barrington.d553248621560926695.Vacation-Attraction)
- [Lenox Library ](https://www.expedia.ca/Lenox-Library-Lenox.d553248621532665268.Vacation-Attraction)
- [Leverett Vacations ](https://www.expedia.ca/Leverett.d125601.Destination-Travel-Guides)
- [Naismith Memorial Basketball Hall of Fame ](https://www.expedia.ca/Naismith-Memorial-Basketball-Hall-Of-Fame-South-End.d6070299.Vacation-Attraction)
- [National Shrine of the Divine Mercy ](https://www.expedia.ca/National-Shrine-Of-The-Divine-Mercy-Stockbridge.d553248621532665250.Vacation-Attraction)
- [Naumkeag Museum ](https://www.expedia.ca/Naumkeag-Museum-Stockbridge.d6091843.Vacation-Attraction)
- [Norman Rockwell Museum ](https://www.expedia.ca/Norman-Rockwell-Museum-Stockbridge.d6091839.Vacation-Attraction)
- [Visit North Egremont ](https://www.expedia.ca/North-Egremont.dx553248635976384751)
- [Old Sturbridge Village ](https://www.expedia.ca/Old-Sturbridge-Village-Sturbridge.d6232666.Vacation-Attraction)
- [Otis Vacations ](https://www.expedia.ca/Otis.d6005412.Destination-Travel-Guides)
- [Richmond Vacations ](https://www.expedia.ca/Richmond.d151138.Destination-Travel-Guides)
- [Springfield Vacations ](https://www.expedia.ca/Springfield.d6047669.Destination-Travel-Guides)
- [The Berkshires Vacations ](https://www.expedia.ca/The-Berkshires.d6047665.Destination-Travel-Guides)
- [Three Rivers Vacations ](https://www.expedia.ca/Three-Rivers.d3000441550.Destination-Travel-Guides)
- [Ventfort Hall Mansion and Gilded Age Museum ](https://www.expedia.ca/Ventfort-Hall-Mansion-And-Gilded-Age-Museum-Lenox.d553248621532665270.Vacation-Attraction)
- [West Springfield Vacations ](https://www.expedia.ca/West-Springfield.d7738.Destination-Travel-Guides)
- [Western Massachusetts Vacations ](https://www.expedia.ca/Western-Massachusetts.d6234063.Destination-Travel-Guides)
- [Williamsburg Vacations ](https://www.expedia.ca/Williamsburg.d175048.Destination-Travel-Guides)
- [Worcester Vacations ](https://www.expedia.ca/Worcester.d6023336.Destination-Travel-Guides)

- [Car rental Great Barrington ](https://www.expedia.ca/Car-Rentals-In-Great-Barrington.d110336.Car-Rental-Guide)
- [Car rental Sheffield ](https://www.expedia.ca/Car-Rentals-In-Sheffield.d157238.Car-Rental-Guide)
- [Enterprise Rental Cars in Great Barrington ](https://www.expedia.ca/Enterprise-Car-Rentals-In-Great-Barrington.d110336-c15.Car-Rental-Guide-Suppliers)
- [Mex Rent A Car Rental Cars in Mount Washington ](https://www.expedia.ca/Mex-Rent-A-Car-Car-Rentals-In-Mount-Washington.d553248634999242901-c1084.Car-Rental-Guide-Suppliers)

- [Great Barrington Vacation Rentals ](https://www.expedia.ca/Great-Barrington-Vacation-Rentals.d110336.Travel-Guide-VacationRentals)
- [Mount Washington Vacation Rentals ](https://www.expedia.ca/Mount-Washington-Vacation-Rentals.d553248634999242901.Travel-Guide-VacationRentals)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg)

## Go further with the Expedia app

Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app