Search the Best Cabins in Winchester

Find vacation rentals that suit your style

Check prices for these dates

No exact matches found, but these alternatives could be just right

Recommended hotels in Winchester

1. Best Western Plus New Englander

Best Western Plus New Englander
2.5 star property
Woburn
8.6 out of 10, Excellent, (1,172 reviews)
"The place was very clean it was beautiful scenery the staff helped us when we were looking for things"
United States
Darlene
$105 nightly
The price is $117
Nov 15 - Nov 16
Total with taxes and fees
Best Western Plus New Englander

2. Sonesta Simply Suites Boston Burlington

Sonesta Simply Suites Boston Burlington
2.0 star property
Burlington
8.8 out of 10, Excellent, (572 reviews)
"Nice Hotel"
United States
Marco
$85 nightly
The price is $95
Nov 27 - Nov 28
Total with taxes and fees
Sonesta Simply Suites Boston Burlington

3. Archer Hotel Boston/Burlington

Archer Hotel Boston/Burlington
4.0 star property
Burlington
9.8 out of 10, Exceptional, (1,003 reviews)
"Location was great, Really nice place"
United States
Marius
$147 nightly
The price is $164
Nov 14 - Nov 15
Total with taxes and fees
Archer Hotel Boston/Burlington

4. Hampton Inn Boston Bedford Burlington

Hampton Inn Boston Bedford Burlington
2.5 star property
Billerica
9.2 out of 10, Wonderful, (1,002 reviews)
"Breakfast was good and overall a nice place to stay in the area"
Canada
G.
$105 nightly
The price is $118
Nov 14 - Nov 15
Total with taxes and fees
Hampton Inn Boston Bedford Burlington

5. Cambria Hotel Boston Somerville

Cambria Hotel Boston Somerville
3.0 star property
Spring Hill
9.8 out of 10, Exceptional, (1,005 reviews)
"Fantastic hotel and great location!"
United States
Mary
$135 nightly
The price is $151
Nov 28 - Nov 29
Total with taxes and fees
Cambria Hotel Boston Somerville

6. Lakeside Inn

Lakeside Inn
2.0 star property
Wakefield
8.2 out of 10, Very good, (1,121 reviews)
"Amazing Stay."
United States
Richard
$99 nightly
The price is $110
Nov 15 - Nov 16
Total with taxes and fees
Lakeside Inn

7. Hampton Inn & Suites Watertown Boston

Hampton Inn & Suites Watertown Boston
2.5 star property
Watertown
9.2 out of 10, Wonderful, (1,235 reviews)
"Would stay again!"
United States
Emma
$110 nightly
The price is $122
Nov 22 - Nov 23
Total with taxes and fees
Hampton Inn & Suites Watertown Boston

8. HYATT house Boston/Waltham

HYATT house Boston/Waltham
3.0 star property
Waltham
9.0 out of 10, Wonderful, (1,186 reviews)
"Really enjoyed our stay and everyone was so friendly"
United States
Shannon
$107 nightly
The price is $120
Nov 20 - Nov 21
Total with taxes and fees
HYATT house Boston/Waltham

9. Comfort Inn & Suites Logan International Airport

Comfort Inn & Suites Logan International Airport
2.5 star property
Revere
9.0 out of 10, Wonderful, (2,449 reviews)
"Great place to stay outside of Boston."
United States
William
$121 nightly
The price is $134
Nov 22 - Nov 23
Total with taxes and fees
Comfort Inn & Suites Logan International Airport

10. Hilton Garden Inn Boston/Waltham

Hilton Garden Inn Boston/Waltham
3.5 star property
Waltham
9.0 out of 10, Wonderful, (1,001 reviews)
"Nice hotel, quiet & clean rooms, helpful staff."
United States
Cathy
$93 nightly
The price is $103
Dec 6 - Dec 7
Total with taxes and fees
Hilton Garden Inn Boston/Waltham

11. Best Western Plus Waltham Boston

Best Western Plus Waltham Boston
3.0 star property
Piety Corner
8.4 out of 10, Very good, (1,357 reviews)
"Friendly staff very clean hotel"
United States
carrie
$79 nightly
The price is $88
Nov 29 - Nov 30
Total with taxes and fees
Best Western Plus Waltham Boston

12. enVision Hotel Boston Everett

enVision Hotel Boston Everett
2.0 star property
Everett
8.6 out of 10, Excellent, (1,010 reviews)
"Great place! Close to lots of good places and amazing friendly staff."
United States
Lisette
$119 nightly
The price is $133
Nov 23 - Nov 24
Total with taxes and fees
enVision Hotel Boston Everett

13. Porter Square Hotel

Porter Square Hotel
3.0 star property
North Cambridge
9.2 out of 10, Wonderful, (1,001 reviews)
"Great place to stay!"
United States
Gerardo
$135 nightly
The price is $157
Nov 22 - Nov 23
Total with taxes and fees
Porter Square Hotel

14. Hampton Inn Boston - Logan Airport

Hampton Inn Boston - Logan Airport
3.0 star property
Revere
8.2 out of 10, Very good, (5,556 reviews)
"The staff is so friendly, the ladies at the breakfast are wonderful and the boy that drives the shuttle bus is very helpful and nice."
United States
Dean
$98 nightly
The price is $109
Dec 5 - Dec 6
Total with taxes and fees
Hampton Inn Boston - Logan Airport

15. avid hotel Boston Logan Airport - Revere by IHG

avid hotel Boston Logan Airport - Revere by IHG
2.5 star property
Revere
9.0 out of 10, Wonderful, (1,726 reviews)
"Reasonable price, clean, comfy beds—would stay there again!"
United States
Steve
$103 nightly
The price is $115
Dec 6 - Dec 7
Total with taxes and fees
avid hotel Boston Logan Airport - Revere by IHG

16. Holiday Inn Express Boston Logan Airport - Revere by IHG

Holiday Inn Express Boston Logan Airport - Revere by IHG
2.5 star property
Revere
9.2 out of 10, Wonderful, (1,455 reviews)
"Absolutely ok for a one-night-close-to-Logan stay."
Germany
Karsten
$95 nightly
The price is $106
Dec 7 - Dec 8
Total with taxes and fees
Holiday Inn Express Boston Logan Airport - Revere by IHG

17. Hampton Inn Boston Logan Airport Chelsea

Hampton Inn Boston Logan Airport Chelsea
2.5 star property
Chelsea
9.0 out of 10, Wonderful, (3,304 reviews)
"Great staff really nice and welcoming,clean room, breakfast was good, good parking space"
United States
Ashley
$110 nightly
The price is $122
Nov 23 - Nov 24
Total with taxes and fees
Hampton Inn Boston Logan Airport Chelsea

18. Hotel 1868

Hotel 1868
3.5 star property
Agassiz
9.6 out of 10, Exceptional, (1,004 reviews)
"Room was very clean and conveniently located to restaurants and the T station."
United States
Megan B
$135 nightly
The price is $157
Nov 29 - Nov 30
Total with taxes and fees
Hotel 1868

19. Arcadian Hotel

Arcadian Hotel
3.5 star property
Coolidge Corner
8.2 out of 10, Very good, (4,476 reviews)
"Great location"
United States
Geoffrey
$117 nightly
The price is $131
Dec 6 - Dec 7
Total with taxes and fees
Arcadian Hotel

20. Embassy Suites by Hilton Boston Waltham

Embassy Suites by Hilton Boston Waltham
3.5 star property
Waltham
8.2 out of 10, Very good, (3,130 reviews)
"Great staff at the front desk, very friendly bar staff and great breakfast!"
United States
John
$98 nightly
The price is $109
Dec 6 - Dec 7
Total with taxes and fees
Embassy Suites by Hilton Boston Waltham
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.

Learn more about Winchester

Stroll along the shores of Mystic Lake, where locals gather for picnics and kayaking on sunny afternoons. History buffs can explore the Wright-Locke Farm, learning about sustainable agriculture while kids enjoy the farm animals and nature trails.

An aerial view of a town with a lake, church steeples, and a bridge.

Top reviews in Winchester

Frequently Asked Questions

What are the best cabins near Winchester?

Stay in one of our 51 cabins in Winchester and be rewarded with stunning scenery, outdoor adventure and long-lasting memories. Fantastic 4 - Season Cabin At Baxter Lake offers a more laid-back pace of life. Cabin: Private Hot Tub, Walk To Pats Peak Ski Area is another popular choice if you're craving time out in Mother Nature.

Are there cheap cabins in Winchester?

Priced from $88 to $164 per night, getting away with the family has never been easier. Secure one of our cheap cabins in Winchester and enjoy the great outdoors without breaking the bank.

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.

What are the best mountain cabins near Winchester?

If you've ever longed to slip away to a cabin high in the mountains with only Mother Nature and spectacular views for company, you're certainly not alone. Cabin: Private Hot Tub, Walk To Pats Peak Ski Area is a magnet for guests craving some R&R. This mountain cabin near Winchester comes with many conveniences, such as a deck and a wood stove. Also look up Bright And Charming Single - Family Home At Baxter Lake. A microwave oven, a dishwasher and lots of opportunities to explore the nearby trails make it a traveler favorite.

What are the best river cabins near Winchester?

If you're in search of a relaxing abode surrounded by water, a Winchester river cabin is hard to go past. Put your feet up at Rustic Cabin - Style On River Northwest Of Concord Nh Within Minutes Of Penecook and let any bothers float downstream. Handy amenities here include on-site watersports and outdoor furniture. Another popular riverside property is The Windfall Off - Grid Cabin And Farm Stay. You'll have use of winery tours, outdoor furniture and more.

What are the best cabins with pools near Winchester?

Staying in a cabin rental with a pool adds an extra level of fun to your vacation. If you're searching for one near Winchester, Lighthouse - Q991 Near Sandy Gorgeous Ogunquit Beach 2 Bedroom Cabin By Redawning offers conveniences like a swimming pool and a barbecue grill to make your poolside getaway even more memorable. Cabin - Lighthouse - Q991by Getaway is another leading choice and features a swimming pool and individually decorated rooms.

Can I find beach cabins near Winchester?

Enjoy your fix of salty air and sunshine at Beachfront Cottage, Very Quaint And Right On The Beach. One of our popular Winchester beach cabins, it offers cycling and clothes washing facilities. You can also spend lazy days along the shore at The Mermaid House @ Obc Cape Cod Beach Resort. On-site watersports and children's activities will help make your time away even more special.

What are the best weekend cabin rentals in Winchester?

Nothing tops a weekend cabin getaway after a huge week at work. Swap your cubicle for a couple of days in the great outdoors at Fantastic 4 - Season Cabin At Baxter Lake. On-site watersports and a patio are among the amenities it offers. Emails will also be the last thing on your mind at Beachfront Cottage, Very Quaint And Right On The Beach. Get comfy here and make the most of a patio and a barbecue grill.

What are the best cabin prices in Winchester?

If you'd rather save a few dollars on your stay, we've got some terrific deals on Winchester cabins that won't put a hole in your vacation budget. How does $88 a night sound?

Can I find log cabins in Winchester?

If you're craving a quieter pace of life, you'll find it at one of our log cabins in Winchester. For example, Cozy Updated Log Cabin With Mountain Views Close To Monadnock. Spend your days here going rock climbing and snowmobiling and then come home to its creature comforts. Time also seems to slow at Rustic Log Cabin On The Lake. When you're ready to roam beyond your cozy lodgings, water skiing and fishing opportunities are close by.

What are the highest-rated cabins in Winchester?

With an impressive rating, it's not hard to understand why The Mermaid House @ Obc Cape Cod Beach Resort is such a hit with Expedia vacationers. It offers useful amenities like on-site watersports and a patio. The Crab House @obc Cape Cod Beach Resort is another great option. Conveniences including on-site watersports and a spa tub will help you feel at home here.

Why should I book a cabin in Winchester?

Affordability, natural surroundings, rustic charm — there are lots of reasons to book a Winchester cabin. Escape the cacophony of the city and wake up to the sweet sound of birdsong. There's tons of adventure just beyond your door too. Whether you're vacationing with family, friends or your partner, you'll discover the ideal cabin on Expedia.

What are the top nature cabins in Winchester?

Full of home comforts and charm, Rustic Cabin - Style On River Northwest Of Concord Nh Within Minutes Of Penecook is among our best nature cabins in Winchester. But with so many things to do and see nearby, don't spend too much time kicking back indoors. Activities such as nearby rafting and nearby hiking and biking trails are on the to-do list here. The Windfall Off - Grid Cabin And Farm Stay is another option where you can get back to nature. Paddle boating and nearby horse riding are a couple of fun ways to do it.

Explore a world of travel with Expedia