Winchester Hotels

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Top 10 trending Winchester hotels

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

Nantasket Beach Resort

3.0 star property
8.6 out of 10, Excellent, (1008)
"Nice location, wonderful staff"
The price is €161
includes taxes & fees
1 Sept - 2 Sept
Nantasket Beach Resort

The Wylie Inn and Conference Center at Endicott College

3.5 star property
9.0 out of 10, Wonderful, (1064)
"Gorgeous location and wonderful hotel. "
The price is €133
includes taxes & fees
6 Aug - 7 Aug
The Wylie Inn and Conference Center at Endicott College

Hawthorne Hotel

3.5 star property
9.4 out of 10, Exceptional, (1314)
"The hotel and our room were beautiful. Fantastic place to stay. "
Hawthorne Hotel

The Cove At Salem

3.0 star property
9.4 out of 10, Exceptional, (642)
"It was a wonderful stay."
The price is €173
includes taxes & fees
6 Aug - 7 Aug
The Cove At Salem

The Hotel Salem

3.0 star property
9.2 out of 10, Wonderful, (1012)
"This place is amazing! Comfy beds, spacious rooms, friendly staff and close to everything! Will recommend and stay again"
The price is €182
includes taxes & fees
5 Aug - 6 Aug
The Hotel Salem

Howard Johnson by Wyndham Quincy/Boston

2.0 star property
7.8 out of 10, Good, (1000)
"I had an awsome stay will definitely go back again"
The price is €118
includes taxes & fees
17 Aug - 18 Aug
Howard Johnson by Wyndham Quincy/Boston

Hyatt Place Boston/Braintree

3.5 star property
9.0 out of 10, Wonderful, (2429)
"Great stay!"
The price is €123
includes taxes & fees
10 Aug - 11 Aug
Hyatt Place Boston/Braintree

Best Western Braintree Inn

2.5 star property
8.0 out of 10, Very good, (1004)
"Great affordable hotel near Boston! I enjoyed my stay"
The price is €153
includes taxes & fees
4 Aug - 5 Aug
Best Western Braintree Inn

Sonesta Select Boston Danvers

3.0 star property
8.6 out of 10, Excellent, (1002)
"Great place"
The price is €119
includes taxes & fees
2 Sept - 3 Sept
Sonesta Select Boston Danvers

SpringHill Suites by Marriott Boston Logan Airport Revere Beach

3.5 star property
8.8 out of 10, Excellent, (1166)
"Lovely spot on revere beach "
The price is €221
includes taxes & fees
17 Aug - 18 Aug
SpringHill Suites by Marriott Boston Logan Airport Revere Beach

Best Western Adams Inn Quincy-Boston

2.5 star property
7.4 out of 10, Good, (1012)
"Hotel was really clean and nice. Excellent stay!!"
The price is €138
includes taxes & fees
1 Sept - 2 Sept
Best Western Adams Inn Quincy-Boston

Hampton Inn Boston - Logan Airport

3.0 star property
8.2 out of 10, Very good, (5192)
"Great rate and location near the airport."
The price is €138
includes taxes & fees
1 Sept - 2 Sept
Hampton Inn Boston - Logan Airport

Hyatt Regency Boston Harbor

4.0 star property
9.2 out of 10, Wonderful, (1548)
"Great Staff and Great View of the Boston Harbor!"
The price is €181
includes taxes & fees
1 Sept - 2 Sept
Hyatt Regency Boston Harbor

Hampton Inn Boston Seaport District

3.0 star property
9.2 out of 10, Wonderful, (2476)
"Nice room for the price. "
The price is €173
includes taxes & fees
24 Aug - 25 Aug
Hampton Inn Boston Seaport District

Hyatt Place Boston/Seaport District

3.0 star property
9.4 out of 10, Exceptional, (2090)
"Great stay "
The price is €200
includes taxes & fees
1 Sept - 2 Sept
Hyatt Place Boston/Seaport District

Embassy Suites Boston Logan Airport

3.5 star property
8.8 out of 10, Excellent, (2029)
"Great hotel to relax, great breakfast as always. "
The price is €188
includes taxes & fees
1 Sept - 2 Sept
Embassy Suites Boston Logan Airport

Seaport Hotel Boston

4.0 star property
9.6 out of 10, Exceptional, (3153)
"Good place to stay"
The price is €240
includes taxes & fees
31 Aug - 1 Sept
Seaport Hotel Boston

Omni Boston Hotel at the Seaport

4.0 star property
9.2 out of 10, Wonderful, (3770)
"Great stay !"
The price is €219
includes taxes & fees
24 Aug - 25 Aug
Omni Boston Hotel at the Seaport

The Westin Boston Seaport District

4.0 star property
9.0 out of 10, Wonderful, (2072)
"Great stay!!"
The price is €210
includes taxes & fees
10 Aug - 11 Aug
The Westin Boston Seaport District
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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Near an Attraction

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 traveller data. Two other options for your stay in 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 holiday rentals that Winchester has to offer?

Spacious 6 bedroom 4.5 bath house in charming Marblehead & close to the ocean: This holiday home rental outside of Winchester offers a patio, an arcade/games room and a BBQ 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 that 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, most hotel bookings are fully refundable if cancelled before the hotel’s cancellation deadline, which is often 24 or 48 hours before the 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 booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.

What are some accommodation options with pools in Winchester?

Embassy Suites Boston Logan Airport: 3.5-star hotel located near New England Aquarium. Features a snack bar, an indoor pool and free buffet breakfast. Seaport Hotel Boston and Hilton Boston Logan Airport are two additional hotels with an on-site pool. View all hotels with pools in Winchester.

What is staying in Winchester like?

Visitors can enjoy all that Winchester has to offer, including the football 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 accommodation options to choose from. Find out more about Winchester.

What should I do while I'm visiting 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. Take a look at what more there is to see and do in Expedia's Winchester guide.

How can I get around Winchester?

To venture out into 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 temperature of 21°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Winchester are January, February, March and April, with each month seeing an average of 13 cm of snowfall.