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Nov 13 - Nov 15
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Recommended hotels in Winchester

A modern hotel entrance with a covered walkway, a glass facade, and a landscaped area with shrubs and trees.

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
The price is CA $147
CA $164 total
includes taxes & fees
Nov 15 - Nov 16
Best Western Plus New Englander
A multi-story hotel with a brick facade and a sign for 'Sonesta Simply Suites'.

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
The price is CA $119
CA $133 total
includes taxes & fees
Nov 28 - Nov 29
Sonesta Simply Suites Boston Burlington
A modern building with a prominent 'CAMBRIA' sign, featuring a multi-story structure with large windows and a flat roof.

3. 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
The price is CA $190
CA $212 total
includes taxes & fees
Nov 28 - Nov 29
Cambria Hotel Boston Somerville
A Hampton Inn hotel with a modern design, featuring a central entrance and multiple floors.

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.
The price is CA $148
CA $165 total
includes taxes & fees
Nov 13 - Nov 14
Hampton Inn Boston Bedford Burlington
A multi-story hotel with a modern architectural design, featuring large windows and a brick facade.

5. 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
The price is CA $195
CA $217 total
includes taxes & fees
Nov 23 - Nov 24
Archer Hotel Boston/Burlington
A hotel with a swimming pool, parking lot, and a view of a lake.

6. Lakeside Inn

Lakeside Inn
2.0 star property
Wakefield
8.2 out of 10, Very good, (1,120 reviews)
"Amazing Stay."
United States
Richard
The price is CA $84
CA $94 total
includes taxes & fees
Dec 7 - Dec 8
Lakeside Inn
A modern building with a courtyard, benches, and flower beds.

7. 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
The price is CA $157
CA $182 total
includes taxes & fees
Nov 22 - Nov 23
Porter Square Hotel
A hotel with a modern facade, a parking lot, and two parked cars.

8. enVision Hotel Boston Everett

enVision Hotel Boston Everett
2.0 star property
Everett
8.6 out of 10, Excellent, (1,008 reviews)
"Great place! Close to lots of good places and amazing friendly staff."
United States
Lisette
The price is CA $138
CA $154 total
includes taxes & fees
Nov 23 - Nov 24
enVision Hotel Boston Everett
A modern hotel with a prominent 'Avid' sign, large windows, and a well-lit entrance.

9. 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
The price is CA $144
CA $161 total
includes taxes & fees
Dec 5 - Dec 6
avid hotel Boston Logan Airport - Revere by IHG
A multi-story hotel with a modern design, featuring a prominent 'Hampton Inn' sign, a 'Buffalo Wild Wings' restaurant, and a 'Premier Dental' clinic.

10. 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
The price is CA $154
CA $172 total
includes taxes & fees
Nov 22 - Nov 23
Hampton Inn & Suites Watertown Boston
A multi-story hotel with balconies, a restaurant on the ground floor, and a stone facade.

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
The price is CA $111
CA $124 total
includes taxes & fees
Dec 6 - Dec 7
Best Western Plus Waltham Boston
A hotel with a 'Comfort Inn & Suites' sign, a 'Margaritaville' restaurant, and a parking lot.

12. Comfort Inn & Suites Logan International Airport

Comfort Inn & Suites Logan International Airport
2.5 star property
Revere
9.0 out of 10, Wonderful, (2,447 reviews)
"Great place to stay outside of Boston."
United States
William
The price is CA $161
CA $188 total
includes taxes & fees
Nov 22 - Nov 23
Comfort Inn & Suites Logan International Airport
A modern hotel with a prominent 'Hyatt House' sign, featuring a symmetrical facade, large windows, and a landscaped entrance area.

13. HYATT house Boston/Waltham

HYATT house Boston/Waltham
3.0 star property
Waltham
9.0 out of 10, Wonderful, (1,185 reviews)
"Really enjoyed our stay and everyone was so friendly"
United States
Shannon
The price is CA $150
CA $168 total
includes taxes & fees
Nov 20 - Nov 21
HYATT house Boston/Waltham
A Hampton Inn hotel with a parking lot and a covered entrance.

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
The price is CA $137
CA $153 total
includes taxes & fees
Dec 4 - Dec 5
Hampton Inn Boston - Logan Airport
A hotel with a large glass facade, a visible entrance, and a mailbox on the sidewalk.

15. Hotel 1868

Hotel 1868
3.5 star property
Agassiz
9.6 out of 10, Exceptional, (1,003 reviews)
"Room was very clean and conveniently located to restaurants and the T station."
United States
Megan B
The price is CA $171
CA $198 total
includes taxes & fees
Nov 29 - Nov 30
Hotel 1868
A hotel entrance with a covered walkway, large windows, and a sign indicating Staybridge Suites.

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)
"Close to the airport"
United States
Timothy
The price is CA $133
CA $149 total
includes taxes & fees
Dec 7 - Dec 8
Holiday Inn Express Boston Logan Airport - Revere by IHG
A Hilton Garden Inn with a symmetrical facade, large entrance, and a covered walkway.

17. 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
The price is CA $130
CA $145 total
includes taxes & fees
Dec 6 - Dec 7
Hilton Garden Inn Boston/Waltham
The exterior of the Arcadian Hotel with a prominent illuminated sign, a covered entrance, and a modern architectural design.

18. Arcadian Hotel

Arcadian Hotel
3.5 star property
Coolidge Corner
8.2 out of 10, Very good, (4,473 reviews)
"Great location"
United States
Geoffrey
The price is CA $116
CA $177 total
includes taxes & fees
Dec 6 - Dec 7
Arcadian Hotel
A hotel entrance with a glass door, a brick facade, and the number 250 on the right.

19. Fairfield Inn & Suites by Marriott Boston Waltham

Fairfield Inn & Suites by Marriott Boston Waltham
3.0 star property
Waltham
9.0 out of 10, Wonderful, (1,001 reviews)
"The rooms were nice and clean, but for our group, the large gathering room with a fireplace and the large dining area were perfect for us to sit and eat and visit together at the beginning and end of each day. It was easy to get to the historical areas around Lexington and Concord, and it wasn’t far from downtown either. Great place to stay!"
United States
Timothy
The price is CA $157
CA $176 total
includes taxes & fees
Nov 12 - Nov 13
Fairfield Inn & Suites by Marriott Boston Waltham
A Hilton Garden Inn hotel with a modern design, featuring a large signboard with the hotel's name.

20. Hilton Garden Inn Boston Logan Airport

Hilton Garden Inn Boston Logan Airport
3.0 star property
East Boston
9.2 out of 10, Wonderful, (2,260 reviews)
"Second time I booked this hotel, and I love it, super clean, spacious rooms, delicious breakfast and dinner, quiet environment nearby, super nice staff, will book it again next year."
United States
Karel
The price is CA $166
CA $193 total
includes taxes & fees
Nov 29 - Nov 30
Hilton Garden Inn Boston Logan Airport
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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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.

See all hotels in Winchester
An aerial view of a town with a lake, church steeples, and a bridge.

Top reviews in Winchester

A modern hotel entrance with a covered walkway, a glass facade, and a landscaped area with shrubs and trees.
Best Western Plus New Englander

Best Western Plus New Englander

Best Western Plus New Englander
Woburn

10/10 Excellent

.
Canada
Vanessa
Reviewed October 13, 2026
Best Western Plus New Englander

Frequently Asked Questions

What makes RV parks in Winchester unique?

If you're planning an RV trip to Winchester, staying in an RV park is an excellent way to get to know the area. Travelers like this area for both its soccer matches and its lake views. After you've settled in at the RV park in Winchester, get out into nature and make it a memorable trip.

What's there to see in Winchester?

If you'd like to find some ways to explore Winchester while taking advantage of your travel budget, this destination has a lot to offer. Spots where you'll find the natural beauty on display include Winter Pond. Other places not to be missed include Middlesex Fells Reservation and Griffin Photography Museum.

What's it like to stay in an RV park in Winchester?

Booking a place in an RV park is a convenient and budget-friendly alternative if you're driving to Winchester. This kind of accommodation provides you with a large space to park your RV and stay overnight where you’re often surrounded by beautiful scenery. Lots of RV parks are close to hiking trails and lakes, which makes it easy to enjoy nature.

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