Find hotels in Winchester, MA from AED 331

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Compare 3,765 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

La Quinta Inn & Suites by Wyndham Boston-Andover

3.0 star property
8.2 out of 10, Very Good, (1821)
"We had a pleasant stay"
The price is AED 437
AED 488 total
includes taxes & fees
14 Aug - 15 Aug
La Quinta Inn & Suites by Wyndham Boston-Andover

Sonesta Select Boston Danvers

3.0 star property
8.6 out of 10, Excellent, (1004)
"Great place"
The price is AED 463
AED 517 total
includes taxes & fees
3 Sep - 4 Sep
Sonesta Select Boston Danvers

The Wylie Inn and Conference Center at Endicott College

3.5 star property
9.0 out of 10, Wonderful, (1062)
"Gorgeous location and wonderful hotel. "
The price is AED 531
AED 593 total
includes taxes & fees
17 Aug - 18 Aug
The Wylie Inn and Conference Center at Endicott College

Nantasket Beach Resort

3.0 star property
8.6 out of 10, Excellent, (1012)
"Nice location, wonderful staff"
The price is AED 548
AED 687 total
includes taxes & fees
1 Sep - 2 Sep
Nantasket Beach Resort

Best Western Plus North Shore Hotel

2.5 star property
9.0 out of 10, Wonderful, (1001)
"Nice to stay"
The price is AED 598
AED 668 total
includes taxes & fees
12 Aug - 13 Aug
Best Western Plus North Shore Hotel

The Boxboro Regency

3.0 star property
7.2 out of 10, Good, (1000)
"Dated and charming property. Great stay!"
The Boxboro Regency

Bedford Plaza Hotel - Boston

3.0 star property
7.4 out of 10, Good, (386)
"Would definitely stay again !"
The price is AED 387
AED 432 total
includes taxes & fees
6 Aug - 7 Aug
Bedford Plaza Hotel - Boston

Sonesta ES Suites Andover Boston

2.5 star property
8.8 out of 10, Excellent, (1012)
"Excellent stay. "
The price is AED 474
AED 529 total
includes taxes & fees
2 Sep - 3 Sep
Sonesta ES Suites Andover Boston

The Cove At Salem

3.0 star property
9.4 out of 10, Exceptional, (645)
"It was a wonderful stay."
The price is AED 658
AED 735 total
includes taxes & fees
18 Aug - 19 Aug
The Cove At Salem

Nantasket Beach Hotel

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Nice room across the street from the beach and within walking distance to some decent restaurants. "
Nantasket Beach Hotel

Extended Stay America Suites Boston Waltham 32 4th Ave

2.5 star property
5.8 out of 10, (1013)
"Very nice place for a family. Love this place! "
The price is AED 344
AED 384 total
includes taxes & fees
10 Aug - 11 Aug
Extended Stay America Suites Boston Waltham 32 4th Ave

The Hotel Salem

3.0 star property
9.2 out of 10, Wonderful, (1000)
"This place is amazing! Comfy beds, spacious rooms, friendly staff and close to everything! Will recommend and stay again"
The price is AED 827
AED 924 total
includes taxes & fees
7 Aug - 8 Aug
The Hotel Salem

Hawthorne Hotel

3.5 star property
9.4 out of 10, Exceptional, (1322)
"The hotel and our room were beautiful. Fantastic place to stay. "
Hawthorne Hotel

HYATT house Boston/Waltham

3.0 star property
8.8 out of 10, Excellent, (1008)
"Great place!"
The price is AED 452
AED 505 total
includes taxes & fees
4 Sep - 5 Sep
HYATT house Boston/Waltham

Best Western Plus Waltham Boston

3.0 star property
8.0 out of 10, Very Good, (1012)
"Clean place, great restaurant. "
The price is AED 364
AED 407 total
includes taxes & fees
1 Sep - 2 Sep
Best Western Plus Waltham Boston

Hilton Garden Inn Tewksbury Andover

3.0 star property
8.8 out of 10, Excellent, (695)
"Just love being at this Hilton!!!"
The price is AED 433
AED 484 total
includes taxes & fees
17 Aug - 18 Aug
Hilton Garden Inn Tewksbury Andover

Methuen Inn and Conference Center

2.5 star property
6.4 out of 10, (1005)
"Nice hotel , Clear and safe "
The price is AED 356
AED 398 total
includes taxes & fees
6 Aug - 7 Aug
Methuen Inn and Conference Center

Omni Boston Hotel at the Seaport

4.0 star property
9.2 out of 10, Wonderful, (3782)
"Great stay !"
The price is AED 673
AED 933 total
includes taxes & fees
24 Aug - 25 Aug
Omni Boston Hotel at the Seaport

Aloft by Marriott, Boston Seaport District

3.0 star property
9.0 out of 10, Wonderful, (1323)
"Loved our stay "
The price is AED 569
AED 770 total
includes taxes & fees
24 Aug - 25 Aug
Aloft by Marriott, Boston Seaport District

Seaport Hotel Boston

4.0 star property
9.6 out of 10, Exceptional, (3172)
"We had a wonderful stay!"
The price is AED 899
AED 1,065 total
includes taxes & fees
17 Aug - 18 Aug
Seaport Hotel Boston
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Stay near popular Winchester attractions

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.

Top Winchester Hotel Reviews

Frequently asked questions

What's the best place to stay in Winchester?

Located 8.7 mi (14 km) from the heart of Winchester, Omni Boston Hotel at the Seaport is a top choice for your stay based on our traveler data. Other good options for your trip to the area are citizenM Boston Back Bay and citizenM Boston North Station. See all available top hotels, or vacation rentals in Winchester.

What are some of the best vacation rentals that Winchester has to offer?

Spacious 6 bedroom 4.5 bath house in charming Marblehead & close to the ocean: This vacation home rental outside of Winchester offers a patio, an arcade game room, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. See all vacation rentals in Winchester.

If I need to cancel my hotel reservation in Winchester, will I receive a refund?

Yes! You'll find that most room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If your reservation is non-refundable, you might be able to still cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.

Where can I learn more about changing or cancelling my trip to Winchester?

To access more information about picking new dates or cancelling your trip to Winchester, head over to our customer service page.

What's the best hotel for staying near Logan International Airport (BOS)?

Hilton Boston Logan Airport is a popular 4-star hotel featuring a restaurant and an indoor pool. It's located a short 0.2 mi (0.4 km) from Logan Intl. Airport. Other accommodations close to the airport are Hyatt Regency Boston Harbor and Embassy Suites Boston Logan Airport.

What is staying in Winchester like?

Visitors can enjoy all that Winchester has to offer including the soccer matches and lake views. TD Garden, Fenway Park, and New England Aquarium are some of the top sights around the area. In Winchester, there are 3 hotels and other accommodations to choose from. Find out more about Winchester.

What are the top places to visit in Winchester?

The picturesque setting of Middlesex Fells Reservation and Winter Pond exemplify the area's natural beauty. Additionally, you'll find TD Garden and Fenway Park in the area. Check out what more to see and do in Expedia's Winchester guide.

How should I get around Winchester?

To see more of the surrounding area, ride one of the trains from Winchester Station or Winchester Wedgemere Station. If you want to venture out around the area, you may want a rental car in Winchester for your journey.

What's the weather like in Winchester?

The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 33°F. The snowiest months in Winchester are January, February, March, and April, with each month seeing an average of 5 inches of snowfall.