Title: Top Guest Houses in Hampshire County in 2026 | Expedia.ca [Hampshire County Hotels](https://expedia.ca/Destinations-In-Hampshire-County.d3000443223.Hotel-Destinations)[Vacation Rentals in Hampshire County](https://expedia.ca/Destinations-In-Hampshire-County.d3000443223.Vacation-Rental-Destinations)[Hampshire County Car Rentals](https://expedia.ca/Destinations-In-Hampshire-County.d3000443223.Car-Rental-Destinations)[Hampshire County Vacations](https://expedia.ca/Hampshire-County.d3000443223.Destination-Travel-Guides) ![A6F6E7 AJ9295, Amherst, MA, Massachusetts. Image shot 2001. Exact date unknown.](https://images.trvl-media.com/place/5948/569d230b-3607-47ff-9901-d170437ab921.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/5948/569d230b-3607-47ff-9901-d170437ab921.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=3000443223&startDate=2026-03-20&endDate=2026-03-22&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=3000443223&startDate=2026-03-27&endDate=2026-03-29&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=3000443223&startDate=2026-04-10&endDate=2026-04-12&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=3000443223&startDate=2026-05-08&endDate=2026-05-10&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Hampshire County ![What a great lookout](https://images.trvl-media.com/place/11961/880d2017-bf54-4fbb-adac-6f7ae0031c12.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Hadley [](https://expedia.ca/Hadley-Guest-Houses.d11961-aaGuestHouses.Travel-Guide-Accommodation) ![Aerial panorama of Northampton, Massachusetts, United States on a beautiful day](https://images.trvl-media.com/place/9187/917550ce-43af-4520-8cbc-1ca34d23a90b.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Northampton [](https://expedia.ca/Northampton-Guest-Houses.d9187-aaGuestHouses.Travel-Guide-Accommodation) ![Fall foliage with the Greater Amherst, Massachusetts urban landscape in the distance](https://images.trvl-media.com/place/5948/3d672e1c-d44b-4fb6-9acd-3c21c3376091.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Amherst [](https://expedia.ca/Amherst-Guest-Houses.d5948-aaGuestHouses.Travel-Guide-Accommodation) ![Aerial panorama view of Easthampton, Massachusetts, United States](https://images.trvl-media.com/place/6005401/fdd75d8d-10f1-4a59-8753-60ae9fcf634d.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Easthampton [](https://expedia.ca/Easthampton-Guest-Houses.d6005401-aaGuestHouses.Travel-Guide-Accommodation) ![Beautiful greenhouse at Mt Holyoke with multiple different rooms to explore w/ color coordinated flowers, the prickliest of cacti and giant lilly pads.](https://images.trvl-media.com/place/6747/8e138418-ca29-486d-b3e0-877557e390f3.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### South Hadley [](https://expedia.ca/South-Hadley-Guest-Houses.d6747-aaGuestHouses.Travel-Guide-Accommodation) ![Fall colors through the trees](https://images.trvl-media.com/place/6005419/6a103a6f-89a3-45b3-a375-ee4504b0214b.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Southampton [](https://expedia.ca/Southampton-Guest-Houses.d6005419-aaGuestHouses.Travel-Guide-Accommodation) ## Our top choices for Hampshire County guest houses ![Deluxe Double Suite- NO PETS ALLOWED](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/e75ce45d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/d652d2fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch flat-screen TV with cable channels, TV, streaming services](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/5a448032.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/e4c803ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Central Downtown Inn & Suites [](https://www.expedia.ca/Pittsfield-Hotels-Yankee-Suites-Extended-Stay.h1457797.Hotel-Information) Pittsfield 8.6/10 Excellent (358 reviews) "Very helpful staff, clean and spacious rooms. Has everything you need - well equipped." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lynn CA $139 CA $155 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Pittsfield-Hotels-Yankee-Suites-Extended-Stay.h1457797.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/93000000/92330000/92321200/92321116/b02dfcfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room dining](https://images.trvl-media.com/lodging/93000000/92330000/92321200/92321116/0bc486c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/93000000/92330000/92321200/92321116/fdc80b50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, laptop workspace](https://images.trvl-media.com/lodging/93000000/92330000/92321200/92321116/7d4b7b04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blooming Inn [](https://www.expedia.ca/Shelburne-Falls-Hotels-Blooming-Inn.h92321116.Hotel-Information) Shelburne Falls 9.2/10 Wonderful (131 reviews) "Beautiful comfortable home with many thoughtful touches" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachel CA $127 CA $209 total includes taxes & fees Mar 12 - Mar 13 [](https://www.expedia.ca/Shelburne-Falls-Hotels-Blooming-Inn.h92321116.Hotel-Information) ![TV, fireplace, books](https://images.trvl-media.com/lodging/20000000/19820000/19812300/19812250/ab7a0a06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books](https://images.trvl-media.com/lodging/20000000/19820000/19812300/19812250/f9c88db2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/20000000/19820000/19812300/19812250/40271114.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books](https://images.trvl-media.com/lodging/20000000/19820000/19812300/19812250/a3640a6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A European Country Getaway \~ 1930s Stone Cottage In Connecticut! [](https://www.expedia.ca/North-Granby-Hotels-A-European-Country-Getaway-1930s-Stone-Cottage-In-Connecticut.h19812250.Hotel-Information) Granby 10/10 Exceptional (99 reviews) "Clean, cozy and comfortable. We enjoyed our stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nichole B. CA $183 CA $340 total includes taxes & fees Mar 16 - Mar 17 [](https://www.expedia.ca/North-Granby-Hotels-A-European-Country-Getaway-1930s-Stone-Cottage-In-Connecticut.h19812250.Hotel-Information) ![55-inch LCD TV with digital channels, printers](https://images.trvl-media.com/lodging/114000000/113490000/113486800/113486763/0a4a8480.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Romantic Room, 1 King Bed (Room 4)](https://images.trvl-media.com/lodging/114000000/113490000/113486800/113486763/674accb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Romantic Room, 1 King Bed (Room 4)](https://images.trvl-media.com/lodging/114000000/113490000/113486800/113486763/219287f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/114000000/113490000/113486800/113486763/f9501b50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Revival House [](https://www.expedia.ca/Adams-Hotels-The-Revival-House.h113486763.Hotel-Information) Adams 9.0/10 Wonderful (26 reviews) "Great place to stay one night for the Mt Greylock Road Race. Revival was convenient, close to North Adams and " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) melissa CA $204 CA $228 total includes taxes & fees Mar 12 - Mar 13 [](https://www.expedia.ca/Adams-Hotels-The-Revival-House.h113486763.Hotel-Information) ![Miscellaneous](https://images.trvl-media.com/lodging/1000000/70000/61500/61445/b169b27a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/1000000/70000/61500/61445/3456b1b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite, Ensuite (LOFT SUITE)](https://images.trvl-media.com/lodging/1000000/70000/61500/61445/70bb7376.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/1000000/70000/61500/61445/9b7e8688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sturbridge Country Inn [](https://www.expedia.ca/Sturbridge-Hotels-Sturbridge-Country-Inn.h61445.Hotel-Information) Fiskdale 4.8/10 (116 reviews) "the staff was very welcoming took us to our room explained how the fire place and hot tub worked a very enjoyable relaxing stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Russell CA $312 CA $349 total includes taxes & fees Mar 17 - Mar 18 [](https://www.expedia.ca/Sturbridge-Hotels-Sturbridge-Country-Inn.h61445.Hotel-Information) ![Lounge](https://images.trvl-media.com/lodging/6000000/5210000/5203000/5202927/65e7ad44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/6000000/5210000/5203000/5202927/4d651e83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/6000000/5210000/5203000/5202927/4525f320.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5210000/5203000/5202927/7aa060b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Dewey [](https://www.expedia.ca/Lenox-Hotels-The-Dewey.h5202927.Hotel-Information) Lenox 8.6/10 Excellent (329 reviews) "Quiet, quaint, comfortable " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel [](https://www.expedia.ca/Lenox-Hotels-The-Dewey.h5202927.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/45000000/44040000/44036900/44036871/ee0637b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/45000000/44040000/44036900/44036871/142d878b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/45000000/44040000/44036900/44036871/5123a3a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/45000000/44040000/44036900/44036871/d0b97b8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hill Ross Guest Suite on Historic Homestead [](https://www.expedia.ca/Florence-Hotels-Designer-Guest-Suite-On-Historic-New-England-Homestead.h44036871.Hotel-Information) Florence 10/10 Exceptional (12 reviews) "Lovely property, very communicative and helpful host!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Martha F. [](https://www.expedia.ca/Florence-Hotels-Designer-Guest-Suite-On-Historic-New-England-Homestead.h44036871.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33400000/33395600/33395567/321c91e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33400000/33395600/33395567/adbcecbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, Netflix, streaming services](https://images.trvl-media.com/lodging/34000000/33400000/33395600/33395567/1d55e99a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, Netflix, streaming services](https://images.trvl-media.com/lodging/34000000/33400000/33395600/33395567/2acfd77f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### In town, newly remodeled studio with private balcony [](https://www.expedia.ca/Shelburne-Falls-Hotels-In-Town.h33395567.Hotel-Information) Shelburne Falls 10/10 Exceptional (120 reviews) "set up great! very clean great location, WONDERFUL" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) laurie p. CA $129 CA $212 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Shelburne-Falls-Hotels-In-Town.h33395567.Hotel-Information) ![Comfort House, 4 Bedrooms, Non Smoking | Private kitchen](https://images.trvl-media.com/lodging/33000000/32610000/32607500/32607433/1527787e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, fireplace](https://images.trvl-media.com/lodging/33000000/32610000/32607500/32607433/d767700d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort House, 4 Bedrooms, Non Smoking | Living room](https://images.trvl-media.com/lodging/33000000/32610000/32607500/32607433/cf92a8d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort House, 4 Bedrooms, Non Smoking | In-room dining](https://images.trvl-media.com/lodging/33000000/32610000/32607500/32607433/5589f12e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Upscaled Home in a Quiet Neighborhood [](https://www.expedia.ca/Springfield-Hotels-Upscaled-Home-In-A-Quiet-Neighborhood.h32607433.Hotel-Information) Forest Park 8.4/10 Very good (5 reviews) "So clean and comfy" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $381 CA $609 total includes taxes & fees Mar 12 - Mar 13 [](https://www.expedia.ca/Springfield-Hotels-Upscaled-Home-In-A-Quiet-Neighborhood.h32607433.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/28000000/27140000/27132100/27132026/5b122ed7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/28000000/27140000/27132100/27132026/e12de45d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/28000000/27140000/27132100/27132026/w3674h1768x0y0-e83cb4ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27140000/27132100/27132026/18e212c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Loft @ Lost Acres \~ A Peaceful Rural Escape on a Farm Winery! [](https://www.expedia.ca/North-Granby-Hotels-The-Loft-Lost-Acres-A-Peaceful-Rural-Escape-On-A-Farm-Winery.h27132026.Hotel-Information) Granby 10/10 Exceptional (92 reviews) "Lost Acres never disappoints! We’ve stayed here often and it will continue to be our favorite home away from home!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cindy H. [](https://www.expedia.ca/North-Granby-Hotels-The-Loft-Lost-Acres-A-Peaceful-Rural-Escape-On-A-Farm-Winery.h27132026.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/17000000/16580000/16577900/16577867/3375d50c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lodge Suite 1 | Terrace/patio](https://images.trvl-media.com/lodging/17000000/16580000/16577900/16577867/1dc902c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/17000000/16580000/16577900/16577867/610ea40b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/17000000/16580000/16577900/16577867/5a455a80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Retreat at Norwich Lake [](https://www.expedia.ca/Huntington-Hotels-The-Retreat-At-Norwich-Lake.h16577867.Hotel-Information) Huntington 9.8/10 Exceptional (17 reviews) "A truly exceptional pleasure in the middle of nowhere. Peaceful and comfortable. Good for quiet reflection, long walks, or sitting around with family or friends. No amenities and the local area means a 15 to 20 minute drive, but hey, you stay here for the peacefulness of the lodge and sounds." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) michael [](https://www.expedia.ca/Huntington-Hotels-The-Retreat-At-Norwich-Lake.h16577867.Hotel-Information) ![Fireplace](https://images.trvl-media.com/lodging/39000000/38830000/38822600/38822503/e2f22d34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/39000000/38830000/38822600/38822503/9fd69293.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/39000000/38830000/38822600/38822503/9d5bec7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Double Room | Terrace/patio](https://images.trvl-media.com/lodging/39000000/38830000/38822600/38822503/37cfebc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jacob's Tanglewood Ranch [](https://www.expedia.ca/Lee-Hotels-Jacobs-Tanglewood-Ranch.h38822503.Hotel-Information) Lee [](https://www.expedia.ca/Lee-Hotels-Jacobs-Tanglewood-Ranch.h38822503.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/11000000/10550000/10545000/10544987/3fd4a361.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/11000000/10550000/10545000/10544987/0bbc224d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/11000000/10550000/10545000/10544987/4c969c5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/11000000/10550000/10545000/10544987/38b14eb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chestnut Lodge [](https://www.expedia.ca/Lee-Hotels-Chestnut-Lodge.h10544987.Hotel-Information) Lee 2.0/10 (2 reviews) "An absolutely horrible experience! My family (2 adults and my 6 year old son) had reserved this so-called hotel for $284 in June for a 13th Aug stay. After a full day at the Berkshires, we checked-in at 6 pm. This place is in a terrible location (unpaved roads, still-in construction steps). To our horror we found that the room had No Air-Conditioning. It was 90 degrees outside and all they had in the room was a ceiling fan. There were bugs in the room due to the heat. On top of it all the... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Priya [](https://www.expedia.ca/Lee-Hotels-Chestnut-Lodge.h10544987.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113630000/113628200/113628193/c3ea1449.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/114000000/113630000/113628200/113628193/c6d974b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113630000/113628200/113628193/736039b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/114000000/113630000/113628200/113628193/dcb20032.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cliffwood Cottage by Evergreen Home [](https://www.expedia.ca/Lenox-Hotels-Cliffwood-Cottage-By-Evergreen-Home.h113628193.Hotel-Information) Lenox [](https://www.expedia.ca/Lenox-Hotels-Cliffwood-Cottage-By-Evergreen-Home.h113628193.Hotel-Information) ![Fitness facility](https://images.trvl-media.com/lodging/18000000/17720000/17715100/17715047/b4275316.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/18000000/17720000/17715100/17715047/5141252d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/18000000/17720000/17715100/17715047/efe48875.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/18000000/17720000/17715100/17715047/6abd0717.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Angels Rest Retreat [](https://www.expedia.ca/Leyden-Hotels-Angels-Rest-Retreat.h17715047.Hotel-Information) Leyden 10/10 Exceptional (1 review) "Angel's Rest is sooo peaceful. We had a delicious and super healthy breakfast in the breakfast nook, surrounded by lovely plants and a small fountain, looking out over the rolling hills of Western Mass. The fall colors were nice. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sharon [](https://www.expedia.ca/Leyden-Hotels-Angels-Rest-Retreat.h17715047.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/112000000/111970000/111960700/111960652/177fa159.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, WiFi](https://images.trvl-media.com/lodging/112000000/111970000/111960700/111960652/0f59bdea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/112000000/111970000/111960700/111960652/df7d403f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/112000000/111970000/111960700/111960652/b0d70344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Orchard Guest House: Cozy Berkshire Retreat in the Woods [](https://www.expedia.ca/Rowe-Hotels-Orchard-Guest-House-Cozy-Berkshire-Retreat-In-The-Woods.h111960652.Hotel-Information) Rowe [](https://www.expedia.ca/Rowe-Hotels-Orchard-Guest-House-Cozy-Berkshire-Retreat-In-The-Woods.h111960652.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-03-25&endDate=2026-03-26®ionId=3000443223&adults=2&lodging=GUEST_HOUSE&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AA_SPRING_PROMO_3000443223) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FHampshire-County-Guest-Houses.d3000443223-aaGuestHouses.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHampshire-County-Guest-Houses.d3000443223-aaGuestHouses.Travel-Guide-Accommodation) ## Top Hampshire County Hotel Reviews ![La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport](https://images.trvl-media.com/lodging/1000000/50000/50000/49978/4f68f148_y.jpg) ### La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport 4/10 Poor "Unexpected fees. No WiFi" [](https://expedia.ca/Hartford-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Hartford-Bradley-Airport.h49978.Hotel-Information) ![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/5b83802a_y.jpg) ### Berkshire Mountain Lodge 10/10 Excellent "the room was huge - we loved it!!" [](https://expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![Publick House Historic Inn and Country Motor Lodge](https://images.trvl-media.com/lodging/1000000/180000/179700/179650/b76d5e91_y.jpg) ### Publick House Historic Inn and Country Motor Lodge 10/10 Excellent "Room was lovely, staff was very friendly and extra helpful. Due to a booking error, our check out day was a day early. We didn’t find out about this until that day! The front desk staff was able to keep us in the same room for an extra night at the same rate, with no trouble. We enjoyed our stay and will be back again! " [](https://expedia.ca/Sturbridge-Hotels-Publick-House-Historic-Inn-And-Country-Motor-Lodge.h179650.Hotel-Information) ![Candlewood Suites Windsor Locks Bradley Arpt by IHG](https://images.trvl-media.com/lodging/2000000/1620000/1619200/1619197/f7719b06_y.jpg) ### Candlewood Suites Windsor Locks Bradley Arpt by IHG 10/10 Excellent "Great place clean and nice host at the front " [](https://expedia.ca/Hartford-Hotels-Candlewood-Suites-Windsor-Locks-Bradley-Arpt.h1619197.Hotel-Information) ![Wellsworth Hotel](https://images.trvl-media.com/lodging/1000000/900000/894300/894252/61dc8b11_y.jpg) ### Wellsworth Hotel 10/10 Excellent "Wonderful hotel staff, clean room, and amazing bar!" [](https://expedia.ca/Sturbridge-Hotels-Southbridge-Hotel-And-Conference-Center.h894252.Hotel-Information) ![Days Inn by Wyndham Windsor Locks / Bradley Intl Airport](https://images.trvl-media.com/lodging/1000000/20000/17600/17518/1117a9b1_y.jpg) ### Days Inn by Wyndham Windsor Locks / Bradley Intl Airport 6/10 Okay "Internet and TV worked well " [](https://expedia.ca/Hartford-Hotels-Days-Inn-By-Wyndham-Windsor-Locks-Bradley-Intl-Airport.h17518.Hotel-Information) ![Sheraton Hartford Hotel at Bradley Airport](https://images.trvl-media.com/lodging/1000000/10000/4700/4632/81dcef8a_y.jpg) ### Sheraton Hartford Hotel at Bradley Airport 8/10 Good "very easy to stay here and then get to your gate for an early flight out of the airport " [](https://expedia.ca/Hartford-Hotels-Sheraton-Hartford-Hotel-At-Bradley-Airport.h4632.Hotel-Information) ![D. Hotel Suites & Spa](https://images.trvl-media.com/lodging/1000000/850000/849400/849303/8974a65a_y.jpg) ### D. Hotel Suites & Spa 10/10 Excellent "This has become our company's preferred hotel for business trips to the Holyoke/Northampton area. It is clean, quiet, safe, convenient, and the breakfast is stellar." [](https://expedia.ca/Springfield-Hotels-D-Hotel-Suites-Spa.h849303.Hotel-Information) ![Holiday Inn Express & Suites Bradley Airport by IHG](https://images.trvl-media.com/lodging/2000000/1540000/1536000/1535956/c57c2497_y.jpg) ### Holiday Inn Express & Suites Bradley Airport by IHG 10/10 Excellent "100 prevent satisfied " [](https://expedia.ca/Hartford-Hotels-Holiday-Inn-Express-Suites-Bradley-Airport.h1535956.Hotel-Information) ## Find out more about Hampshire County ## Hampshire County Guest Houses information | Number of reviews | 1,303 | | ----------------- | --------------- | | Accommodation | 15 Guest Houses | | Lowest Price | CA $155 | | Highest Price | CA $609 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Hotels near Academy of Music Theater ](https://www.expedia.ca/Academy-Of-Music-Theater-Hotels.0-l6070271-0.Travel-Guide-Filter-Hotels) - [Hotels near Amherst Golf Course ](https://www.expedia.ca/Amherst-Golf-Course-Hotels.0-l553248621563221012-0.Travel-Guide-Filter-Hotels) - 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