Search Hotels Near Winter Pond, Boston

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27 Dec - 28 Dec
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2 Jan - 4 Jan
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Our top choices for Winter Pond hotels

Lobby
Best Western Plus New Englander

Best Western Plus New Englander

Best Western Plus New Englander
2.5 star property
3.7 km from Winter Pond
8.6 out of 10, Excellent, (1004)
"Clean room, decent location close to freeway, large & very popular restaurant attached to motel. Good option if you don't want to stay in Boston, so you can easily explore the area by car (free parking)"
United States
Kirsten
The price is ฿2,875
฿3,212 total
includes taxes & fees
1 Jan - 2 Jan 2026
Best Western Plus New Englander
Terrace/patio
Hampton Inn Boston Woburn

Hampton Inn Boston Woburn

Hampton Inn Boston Woburn
2.5 star property
5.2 km from Winter Pond
9.0 out of 10, Wonderful, (1358)
"Very good room and great breakfast!"
United States
Rodrigo
The price is ฿3,410
฿3,809 total
includes taxes & fees
10 Jan - 11 Jan 2026
Hampton Inn Boston Woburn
Suite, 2 Queen Beds | In-room safe, desk, iron/ironing board, free WiFi
Spark by Hilton Woburn Boston

Spark by Hilton Woburn Boston

Spark by Hilton Woburn Boston
2.5 star property
3.7 km from Winter Pond
8.8 out of 10, Excellent, (146)
"Nice property, good food options around the hotel "
United States
Orlando
The price is ฿2,774
฿3,098 total
includes taxes & fees
4 Jan - 5 Jan 2026
Spark by Hilton Woburn Boston
Desk, laptop workspace, iron/ironing board, free WiFi
Staybridge Suites Boston - Burlington by IHG

Staybridge Suites Boston - Burlington by IHG

Staybridge Suites Boston - Burlington by IHG
3.0 star property
5.3 km from Winter Pond
9.4 out of 10, Exceptional, (201)
"It is great service and delicious breakfast. "
United States
Mahender
The price is ฿3,600
฿4,021 total
includes taxes & fees
30 Dec - 31 Dec
Staybridge Suites Boston - Burlington by IHG
Bar (on property)
Courtyard by Marriott Woburn/Boston North

Courtyard by Marriott Woburn/Boston North

Courtyard by Marriott Woburn/Boston North
3.0 star property
4.4 km from Winter Pond
8.8 out of 10, Excellent, (1000)
"Room was very clean, staff very attentive and kind, food was incredible!"
United States
Ryan
The price is ฿2,875
฿3,212 total
includes taxes & fees
1 Jan - 2 Jan 2026
Courtyard by Marriott Woburn/Boston North
Exterior
Crowne Plaza Boston - Woburn by IHG

Crowne Plaza Boston - Woburn by IHG

Crowne Plaza Boston - Woburn by IHG
3.5 star property
4.4 km from Winter Pond
8.6 out of 10, Excellent, (1004)
"We enjoyed staying "
United States
Masaharu
The price is ฿3,045
฿3,401 total
includes taxes & fees
25 Jan - 26 Jan 2026
Crowne Plaza Boston - Woburn by IHG
Courtyard
HYATT house Boston/Burlington

HYATT house Boston/Burlington

HYATT house Boston/Burlington
3.0 star property
4.7 km from Winter Pond
9.0 out of 10, Wonderful, (1000)
"Always a great stay."
United States
Gregory
The price is ฿4,314
฿4,819 total
includes taxes & fees
2 Jan - 3 Jan 2026
HYATT house Boston/Burlington
Exterior
Hyatt Place Boston/Medford

Hyatt Place Boston/Medford

Hyatt Place Boston/Medford
3.0 star property
5.9 km from Winter Pond
8.4 out of 10, Very good, (1596)
"Amazing stay and friendly staff! "
United States
Caterin
The price is ฿3,414
฿3,813 total
includes taxes & fees
2 Jan - 3 Jan 2026
Hyatt Place Boston/Medford
Terrace/patio
Hilton Boston/Woburn

Hilton Boston/Woburn

Hilton Boston/Woburn
3.5 star property
4.9 km from Winter Pond
8.4 out of 10, Very good, (1206)
"Good time great restaurant "
United States
Jeremy
The price is ฿3,537
฿3,951 total
includes taxes & fees
1 Jan - 2 Jan 2026
Hilton Boston/Woburn
Lobby lounge
Fairfield Inn by Marriott Boston Woburn-Burlington

Fairfield Inn by Marriott Boston Woburn-Burlington

Fairfield Inn by Marriott Boston Woburn-Burlington
2.5 star property
5.2 km from Winter Pond
8.4 out of 10, Very good, (1001)
"Great stay and close to Boston "
United States
briana
The price is ฿3,041
฿3,397 total
includes taxes & fees
2 Jan - 3 Jan 2026
Fairfield Inn by Marriott Boston Woburn-Burlington
Exterior
Residence Inn by Marriott Boston Burlington

Residence Inn by Marriott Boston Burlington

Residence Inn by Marriott Boston Burlington
3.0 star property
5.7 km from Winter Pond
9.4 out of 10, Exceptional, (1000)
"Clean room, Warm pool, very friendly staff, and good breakfast!"
United States
Mae-Ja
The price is ฿4,195
฿4,686 total
includes taxes & fees
23 Jan - 24 Jan 2026
Residence Inn by Marriott Boston Burlington
Exterior
Boston Marriott Burlington

Boston Marriott Burlington

Boston Marriott Burlington
4.0 star property
5.1 km from Winter Pond
8.4 out of 10, Very good, (1001)
"Staff are very kind and the room was clean and neat. "
United States
Lisa
The price is ฿3,449
฿3,853 total
includes taxes & fees
23 Jan - 24 Jan 2026
Boston Marriott Burlington
Exterior
Holiday Inn Express Boston North-Woburn by IHG

Holiday Inn Express Boston North-Woburn by IHG

Holiday Inn Express Boston North-Woburn by IHG
2.5 star property
5.4 km from Winter Pond
8.2 out of 10, Very good, (1001)
"Very good hotel for business traveler. "
United States
Fei
The price is ฿3,135
฿3,501 total
includes taxes & fees
2 Jan - 3 Jan 2026
Holiday Inn Express Boston North-Woburn by IHG
Terrace/patio
Homewood Suites by Hilton Boston Woburn

Homewood Suites by Hilton Boston Woburn

Homewood Suites by Hilton Boston Woburn
3.0 star property
5.2 km from Winter Pond
9.0 out of 10, Wonderful, (506)
"great stay"
United States
pamela
The price is ฿3,919
฿4,378 total
includes taxes & fees
3 Jan - 4 Jan 2026
Homewood Suites by Hilton Boston Woburn
Lobby
Archer Hotel Boston/Burlington

Archer Hotel Boston/Burlington

Archer Hotel Boston/Burlington
4.0 star property
6.9 km from Winter Pond
9.8 out of 10, Exceptional, (1000)
"Beautiful "
United States
Mary Catherine
Archer Hotel Boston/Burlington
Front of property – evening/night
Sonesta Simply Suites Boston Burlington

Sonesta Simply Suites Boston Burlington

Sonesta Simply Suites Boston Burlington
2.0 star property
6.6 km from Winter Pond
9.0 out of 10, Wonderful, (148)
"Nice room good staff "
United States
scott
The price is ฿2,948
฿3,293 total
includes taxes & fees
2 Jan - 3 Jan 2026
Sonesta Simply Suites Boston Burlington
Front of property – evening/night
Porter Square Hotel

Porter Square Hotel

Porter Square Hotel
3.0 star property
8 km from Winter Pond
9.2 out of 10, Wonderful, (1002)
"Room is perfect and girls at the front desk are super sweet & helpful!"
Canada
Leah
The price is ฿3,631
฿4,211 total
includes taxes & fees
28 Dec - 29 Dec
Porter Square Hotel
Reception
Hilton Garden Inn Boston-Burlington

Hilton Garden Inn Boston-Burlington

Hilton Garden Inn Boston-Burlington
3.0 star property
5.4 km from Winter Pond
8.0 out of 10, Very good, (1002)
"Clean and convenient at a great price"
United States
Karl
The price is ฿2,706
฿3,023 total
includes taxes & fees
2 Jan - 3 Jan 2026
Hilton Garden Inn Boston-Burlington
Free daily buffet breakfast
Homewood Suites by Hilton Boston/Cambridge-Arlington, MA

Homewood Suites by Hilton Boston/Cambridge-Arlington, MA

Homewood Suites by Hilton Boston/Cambridge-Arlington, MA
3.0 star property
6.3 km from Winter Pond
8.8 out of 10, Excellent, (1001)
"Thank you always love staying at your facility 😊"
United States
rose
The price is ฿3,665
฿4,093 total
includes taxes & fees
4 Jan - 5 Jan 2026
Homewood Suites by Hilton Boston/Cambridge-Arlington, MA
Reception
Hotel 1868

Hotel 1868

Hotel 1868
3.5 star property
8.1 km from Winter Pond
9.4 out of 10, Exceptional, (1000)
"Great stay overall "
United States
Elisabet
The price is ฿3,538
฿4,102 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hotel 1868
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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Top Winter Pond Hotel Reviews

Staybridge Suites Boston - Burlington by IHG

Staybridge Suites Boston - Burlington by IHG

10/10 Excellent
"It is great service and delicious breakfast. "
Mahender 1-night trip
Posted 4 days ago
Staybridge Suites Boston - Burlington by IHG

Hotels near other Winter Pond attractions

Picture of the Horn Pond in Woburn, Massachusetts in the early autumn

Horn Pond

4.1/5 (45 reviews)
Commune with nature and explore the great outdoors at Horn Pond during your travels in Woburn. Experience the acclaimed art galleries or attend a sporting event in this vibrant area.
See properties
Silhouette Of Mountain Biker In Middlesex Fells Reservation, Massachusetts, Usa

Middlesex Fells Reservation

You can take time to visit Middlesex Fells Reservation during your travels to Boston.
See properties

Frequently asked questions

What's the area like around Winter Pond?
Winter Pond is located in a vibrant area of Winchester known for its stunning architecture and interesting historical sites. You'll find 268 hotels and other accommodations within a few miles for a convenient home base.
What's the best hotel to stay close to Winter Pond?
Best Western Plus New Englander is one of the top choices for your stay based on our traveller data, and this hotel offers free breakfast and a restaurant. It's located 2.3 mi (3.7 km) from Winter Pond. Other good choices within a few miles include Spark by Hilton Woburn Boston and Crowne Plaza Boston - Woburn by IHG.
How many hotels can I expect to find close to Winter Pond?
Expedia has 268 hotels and other accommodation options a few miles from Winter Pond.
If I need to cancel the hotel reservation for my stay near Winter Pond, will I receive a refund?
Yes, most hotel room reservations are fully refundable if cancelled before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a non-refundable reservation, it may still be possible to cancel it and get a refund within 24 hours of your booking. Plug in your dates, click on "Search", then use the "fully refundable" filter to view top deals close to Winter Pond.
What can I see and do near Winter Pond?
Cyrus Dallin Art Museum, Munroe Tavern and National Heritage Museum feature a variety of fascinating exhibits to see while you're in town. Sights like Tufts University, Lexington Battle Green and Old Ship Street Historic District are must-sees while exploring the area. You can enjoy live performances at Somerville Theatre and Arlington Friends of the Drama.