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Top 20 Hotels in Winchester

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Comfort Inn Woburn
Comfort Inn Woburn

14 Hill St, Woburn 01801

2.5 out of 5.0
4.1 out of 5 (831 reviews)

Situated in the suburbs, this hotel is within 12 mi (20 km) of Harvard University, TD Garden, and Faneuil Hall Marketplace. …

$93
Courtyard by Marriott Woburn/Boston North
Courtyard by Marriott Woburn/Boston North

700 Unicorn Park Dr, Woburn 01801

3.0 out of 5.0
4.4 out of 5 (1,027 reviews)

This six-story hotel is in a leafy suburb nine miles north of Logan International Airport and one exit south of I-95/128. …

$96
Hilton Boston/Woburn
Hilton Boston/Woburn

2 Forbes Rd, Woburn 01801

3.5 out of 5.0
4.1 out of 5 (1,231 reviews)

This Woburn, MA hotel is within 10 miles of the New England Aquarium, Fenway Park, the Museum of Science, and TD Banknorth Garden.

$95
Fairfield Inn by Marriott Boston Woburn-Burlington
Fairfield Inn by Marriott Boston Woburn-Burlington

285 Mishawum Rd, Woburn 01801

2.5 out of 5.0
4 out of 5 (1,045 reviews)

Situated in the business district, this hotel is 0.2 mi (0.3 km) from Woburn Mall and within 12 mi (20 km) of Burlington Mall …

$76
Holiday Inn Express Boston North-Woburn
Holiday Inn Express Boston North-Woburn

315 Mishawum Rd, Woburn 01801

3.0 out of 5.0
4 out of 5 (176 reviews)

Situated in the business district, this hotel is 0 mi (0.1 km) from Woburn Mall and within 12 mi (20 km) of Burlington Mall …

$95
Crowne Plaza Boston - Woburn
Crowne Plaza Boston - Woburn

15 Middlesex Canal Park, Woburn 01801

3.5 out of 5.0
4.4 out of 5 (1,401 reviews)

Crowne Plaza Boston-Woburn is around 13 miles (20 km) north of Logan Airport and downtown Boston, and close to Woburn’s …

$79
Hilton Garden Inn Boston/Burlington
Hilton Garden Inn Boston/Burlington

5 Wheeler Rd, Burlington 01803

3.0 out of 5.0
4.4 out of 5 (1,646 reviews)

Just off highway I-95, Hilton Garden Inn Boston/Burlington is a 2-minute drive from Burlington Mall. It's a 12-minute free …

$103
Courtyard by Marriott Boston Woburn/Burlington
Courtyard by Marriott Boston Woburn/Burlington

240 Mishawum Rd, Woburn 01801

3.0 out of 5.0
4.3 out of 5 (448 reviews)

Situated in the business district, this hotel is 0.3 mi (0.6 km) from Woburn Mall and within 12 mi (20 km) of Burlington Mall …

$79
Homewood Suites by Hilton Boston/Cambridge-Arlington
Homewood Suites by Hilton Boston/Cambridge-Arlington

1 Massachusetts Ave, Arlington 02474

3.0 out of 5.0
4.4 out of 5 (290 reviews)

Situated in the suburbs, this hotel is 0.8 mi (1.3 km) from Somerville Theatre and within 3 mi (5 km) of Harvard Square and …

$143
A Cambridge House Inn at Porter
A Cambridge House Inn at Porter

2218 Massachussets Avenue, Cambridge 02140

3.0 out of 5.0
4 out of 5 (183 reviews)

Situated in Cambridge, this bed & breakfast is within 2 mi (3 km) of Somerville Theatre, Harvard Square, and Semitic Museum …

$99
La Quinta Inn & Suites Boston-Somerville
La Quinta Inn & Suites Boston-Somerville

23 Cummings St, Somerville 02145

3.0 out of 5.0
3.7 out of 5 (1,327 reviews)

This Somerville hotel is 1.9 miles from the Bunker Hill Monument, 2.4 miles from the Cambridgeside Galleria, and 2.7 miles …

$105
Boston Marriott Burlington
Boston Marriott Burlington

One Burlington Mall Road, Burlington 01803

3.5 out of 5.0
4.3 out of 5 (1,101 reviews)

Located just off Interstate 95, Boston Marriott Burlington is a 3-minute drive from Burlington Mall. Downtown Boston and Loga …

$111
Days Hotel-Boston/Cambridge
Days Hotel-Boston/Cambridge

1234 Soldiers Field Rd, Boston 02135

2.0 out of 5.0
3.2 out of 5 (711 reviews)

Days Hotel-Boston/Cambridge is 0.5 mile from Harvard Stadium and 1 mile from Harvard Square and the Massachusetts Turnpike. …

$119
Extended Stay America - Boston - Burlington
Extended Stay America - Boston - Burlington

40 South Ave, Burlington 01803

2.5 out of 5.0
2.9 out of 5 (508 reviews)

Situated in the business district, this aparthotel is 0.4 mi (0.7 km) from Burlington Mall and within 9 mi (15 km) of Wobur …

$90
Sonesta ES Suites Burlington Boston
Sonesta ES Suites Burlington Boston

11 Old Concord Rd, Burlington 01803

3.0 out of 5.0
4.3 out of 5 (1,258 reviews)

Situated in the entertainment district, this aparthotel is 0.7 mi (1.1 km) from Burlington Mall and within 9 mi (15 km) of …

$129
Hyatt Place Boston/Medford
Hyatt Place Boston/Medford
1.9 mi from Winchester
3.0 out of 5.0
4.2 out of 5 (1,785 reviews)

Hyatt Place Boston/Medford is a 15-minute drive from the city center. History buffs will want to visit the Bunker Hill …

$145
Red Roof PLUS+ Boston - Woburn
Red Roof PLUS+ Boston - Woburn
2.3 mi from Winchester
2.5 out of 5.0
3.6 out of 5 (1,982 reviews)

Located just off the interchange of highways I-95 and I-93, Red Roof PLUS+ Boston - Woburn is a 20-minute drive from downtown …

$71
Hyatt Regency Boston
Hyatt Regency Boston
6.8 mi from Winchester
4.0 out of 5.0
4.2 out of 5 (3,034 reviews)

This Boston theater-district hotel has direct access to the subways and is connected to Macy's at Downtown Crossing, within 2 …

$239
Sheraton Boston Hotel
Sheraton Boston Hotel
6.8 mi from Winchester
4.0 out of 5.0
4.2 out of 5 (3,503 reviews)

This hotel in Boston's historic Back Bay provides indoor access to the Hynes Convention Center, the Prudential Center, Copley …

$225
Revere Hotel Boston Common
Revere Hotel Boston Common
6.8 mi from Winchester
4.0 out of 5.0
4.4 out of 5 (3,613 reviews)

The Revere Hotel is at the edge of the Theatre District, 1 block from the Arlington "T" Station and 2 blocks from Boston …

$220

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Where to stay in Winchester

Winchester Hotel Guide

From the cheap and cheerful to the more upmarket, Winchester features a wide range of first-rate lodging options. Expedia lists 68 hotel and apartment options within a 0.1-mile radius of downtown Winchester.

There are a range of hotels within a 3 miles of Winchester's city heart, including the Hyatt Place Boston/Medford and Hilton Boston/Woburn.

The Mandarin Oriental Boston is positioned 8 miles from the central part of Winchester. Or, alternatively, the Four Seasons Hotel Boston is 8 miles away. Another possibility is to book a room at the The Ritz-Carlton, Boston or the Fifteen Beacon.

Time permitting, you might like to discover the other scenic and cultural delights of the Eastern Massachusetts region. Eastern Massachusetts offers coastal plains, and commonly visited Eastern Massachusetts sights include churches and art museums. In this section of United States of America tourists may also enjoy snowboarding, skiing and cycling.

Looking for more to do? Spend some time discovering Harvard Square and Harvard University, which you'll find in Cambridge, 6 miles to the south of Winchester. Cambridge hotels are the Fairmont Copley Plaza, Boston and Chandler Studios Boston. Or, you could consider staying in Downtown Boston, 8 miles to the southeast of Winchester, where you'll find the Boston Harbor Hotel and Marriott Vacation Club Pulse at Custom House, Boston. The Custom House and Marriott's Custom House are just a couple of the more popular sites to experience when you're in Downtown Boston.

Just because you're traveling, doesn't mean you can't enjoy your love of sporting events. You will find Fenway Park 8 miles to the south of Winchester. Those wanting to find a bed close to the stadium can take their choice from the Beacon Hill Hotel & Bistro or the W Boston.

Logan International Airport is situated 9 miles away from Winchester. Should you choose to stay nearby, you can easily secure a night at the Boston Marriott Long Wharf or Battery Wharf Hotel, Boston Waterfront.