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Featured B&B in Longmeadow

The Ellery

3.5 star property
9.0 out of 10, Wonderful, (538)
"Perfect."
The price is AU$239
includes taxes & fees
2 Dec - 3 Dec
The Ellery

Simsbury 1820 House

4.0 star property
9.2 out of 10, Wonderful, (932)
"Great place to stay. Friendly staff and quiet room. Coffee/tea available 24 hours."
The price is AU$308
includes taxes & fees
5 Dec - 6 Dec
Simsbury 1820 House

Trainmasters Inn

3.0 star property
9.6 out of 10, Exceptional, (309)
"Nice place that is very clean and walking distance to several restaurants. "
The price is AU$195
includes taxes & fees
3 Dec - 4 Dec
Trainmasters Inn

Naomi's Inn Bed & Breakfast

3.5 star property
9.0 out of 10, Wonderful, (373)
"My daughter and I had a great stay at Naomi's Inn B&B! From the ease of checking in, to the unique decor, to our lovely room with a big comfy bed, to the amazing breakfast, we enjoyed it all and would highly recommend staying here. "
The price is AU$244
includes taxes & fees
1 Dec - 2 Dec
Naomi's Inn Bed & Breakfast

Truman Gillet House Bed & Breakfast

3.0 star property
9.6 out of 10, Exceptional, (83)
"owners were very nice. It was a cozy pleasant place to stay. Breakfast was excellent."
The price is AU$222
includes taxes & fees
2 Dec - 3 Dec
Truman Gillet House Bed & Breakfast

Daniel Stebbins House

3.0 star property
10.0 out of 10, Exceptional, (45)
"What is not to love about being welcomed into Richard and Ruth’s home. They are wonderful hosts and spent hours talking to us both during our stay. The house is an amazing building and learning about its history was wonderful. We walked into the tiny town and got some dinner, lovely options available. We can not wait to visit again and will be recommending anyone travelling around this area should certainly book a stay."
The price is AU$439
includes taxes & fees
3 Dec - 4 Dec
Daniel Stebbins House
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.
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Other property types in Longmeadow

Massachusetts Vacation Rental w/ Deck

9.6 out of 10, Exceptional, (15)
"Excellent communication with owner, answered all questions immediately via text when we were onsite. Well maintained property with great basement for hanging out as a family. "
Massachusetts Vacation Rental w/ Deck

Treehouse | Countryside | Farm Animals | Fire Pit

9.6 out of 10, Exceptional, (21)
"Stayed here once before and loved it. We came back for an overnight get away and again the treehouse was awesome. Very cozy and a unique getaway. Very clean and had anything we needed right there. Set on a nice farm and close to some really good food. Great place to come and enjoy an awesome cabin up in the trees. Was a comfy and fun stay. Would highly recommend. Host was very helpful and quick to respond if needed. "
The price is AU$451
includes taxes & fees
2 Dec - 3 Dec
Treehouse | Countryside | Farm Animals | Fire Pit

Island Vibes Home

10.0 out of 10, Exceptional, (8)
"Such a perfect space for us. Home was spotless! We had a wedding in Hartford, three bedrooms worked out perfectly two bathrooms everyone had plenty of space. Beautiful kitchen and amenities. We would stay here again in a heartbeat. Wish we could’ve stayed longer"
Island Vibes Home
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Searching for B&Bs in Longmeadow?
Whether you’re on a family holiday and want a small, cosy place to stay, or you’re travelling solo and hoping to meet fellow tourists, a B&B might be the right choice for your trip. If your ideal holiday to Longmeadow includes spending lots of time outside, Forest Park is a good spot to enjoy the scenery.
How do you know if a B&B is a good option for you?
Every B&B has a unique charm — whether it’s a garden for guests to admire or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home.
What are the best B&Bs in Longmeadow?
Here are some B&Bs in the surrounding area: Simsbury 1820 House: 16.6 mi (26.7 km) from the city centre. Enjoy the designer toiletries and bars. Trainmasters Inn: 5 rooms. Situated 15 mi (24.1 km) from the heart of Longmeadow. Enjoy the unique decor and library. Naomi’s Inn Bed & Breakfast: 8 rooms. 5.1 mi (8.2 km) from the city centre. Enjoy the free full breakfast and unique decor. Truman Gillet House Bed & Breakfast: 2 rooms. Located 12.7 mi (20.5 km) from the core of Longmeadow. Enjoy the free full breakfast and unique decor.
When should I book my B&B in Longmeadow?
When you’re planning your getaway to Longmeadow, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Longmeadow are January, February, March and April, with each month seeing an average of 15 cm of snowfall.
What is there to do in Longmeadow?
When you want to spend some time in the great outdoors, Forest Park and Connecticut River are some notable spots. Six Flags New England and Titanic Museum are also some sites to visit if you want to see more of the area.
How can I get to and around Longmeadow?
You can plan your excursions in and around Longmeadow ahead of time with these transportation options. Fly into Hartford, CT (BDL-Bradley Intl.), which is located 9.8 mi (15.8 km) away. You can also search for flights into Westfield, MA (BAF-Barnes Municipal), which is 10.7 mi (17.2 km) away. If you’d like to explore around the area, you may want to rent a car for your trip.