Book Hotels in Winchester, New Hampshire

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Jun 9 - Jun 11
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Jun 16 - Jun 18

Most frequently booked Winchester hotels

The Colonial Hotel

The Colonial Hotel

3 out of 5
625 Betty Spring Road, Gardner, MA
Free Cancellation
Reserve now, pay when you stay
26.28 mi from city center
The price is $160 per night
$160
per night
Jun 8 - Jun 9
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
The Covered Bridge Inn

The Covered Bridge Inn

2.5 out of 5
1043 Putney Road, Brattleboro, VT
Free Cancellation
Reserve now, pay when you stay
11.6 mi from city center
The price is $110 per night
$110
per night
Jun 8 - Jun 9
This hotel features free self parking and free WiFi in public areas. Enjoy the free self-serve breakfast each morning.
Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd, Brattleboro, VT
Free Cancellation
Reserve now, pay when you stay
11.51 mi from city center
The price is $126 per night
$126
per night
Jun 11 - Jun 12
This smoke-free motel features a full-service spa, 2 indoor pools, and a restaurant. Business travelers can take advantage of the free WiFi in public areas. Enjoy the gym and free perks like on-the-go breakfast and free self parking.
Days Inn by Wyndham Greenfield

Days Inn by Wyndham Greenfield

2 out of 5
21 Colrain Road, Greenfield, MA
17.78 mi from city center
The price is $119 per night
$119
per night
Jun 20 - Jun 21
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
The Putney Inn

The Putney Inn

2.5 out of 5
57 Putney Landing Rd, Putney, VT
Free Cancellation
Reserve now, pay when you stay
14.86 mi from city center
The price is $103 per night
$103
per night
Jun 11 - Jun 12
Free self parking is available and the motel's front desk is staffed around-the-clock. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A picnic area is also provided.
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road, Brattleboro, VT
Free Cancellation
Reserve now, pay when you stay
11.82 mi from city center
The price is $131 per night
$131
per night
Jun 29 - Jun 30
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the spa tub and perks like free self parking.
Super 8 by Wyndham Gardner

Super 8 by Wyndham Gardner

2.5 out of 5
22 Pearson Boulevard, Gardner, MA
Free Cancellation
Reserve now, pay when you stay
25.03 mi from city center
The price is $119 per night
$119
per night
Jun 8 - Jun 9
This motel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.
Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

2 out of 5
3 Ash Brook Road, Keene, NH
Free Cancellation
Reserve now, pay when you stay
11.1 mi from city center
The price is $91 per night
$91
per night
Jun 8 - Jun 9
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. There's a gym on site, and a snack bar/deli and a picnic area are also provided.
Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown

3 out of 5
75 Railroad St, Keene, NH
12.25 mi from city center
The price is $132 per night
$132
per night
Jun 12 - Jun 13
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
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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.

Seize your some day

Cheap Hotels in Winchester

Pack your bags—it’s time to embark on a getaway. Whether you’re craving a solo retreat or promising your family a vacation to remember, book one of the best hotels in Winchester. These hotels are located within easy access of the city’s hottest attractions and entertainment, so you won’t miss a beat while you’re in town. Spend the days exploring the local landmarks and the evenings getting to know the nightlife. After exploring the city from top to bottom, rest up at a hotel that speaks to you. Find the perfect place that matches your trip’s vibe, from a trendy boutique to family-friendly accommodations.

Allow us here at Travelocity to pair you with up Winchester hotels that suit your vacation preferences. Discover places with convenient on-site restaurants, around-the-clock service, and pools where your kids can make a splash. Some hotels may boast fitness rooms and spa services, while others feature game rooms and Wi-Fi access. To top it all off, you’ll score cheap hotels in Winchester that let you spend more on your activities and less on your lodging. Book and bundle your flight and hotel deals together today and save $$$. It’s time to explore a new city, and break out of your routine.

Winchester hotels essential information

Number of reviews
Accommodation
320 hotels
Lowest Price
$91
Highest Price
$160
Popular hotels
The Colonial Hotel, The Covered Bridge Inn, Colonial Motel And Spa, Days Inn by Wyndham Greenfield, The Putney Inn, Hampton Inn Brattleboro, Super 8 by Wyndham Gardner, Days Inn by Wyndham Keene NH, Courtyard by Marriott Keene Downtown

Frequently asked questions

What are the top kid-friendly hotels in Winchester?
From well-thought-out amenities to bigger rooms, kid-friendly hotels are equipped with features that can help transform a good family vacation into an incredible one. These Winchester properties make vacationing with children a cinch: Magical Lakefront Home on Forest Lake will help make your trip the best one yet. It comes with a range of nice little touches, such as nearby hiking and a barbecue grill. Also consider staying at Stunning Forest Lakefront Home - Hot Tub, Boats, Bikes, Skis, Fun!!. It offers a firepit, beach sun loungers and ample opportunities for precious family time.
Where can I find cheap hotels in Winchester?
At Travelocity you’ll find really nice hotels in Winchester at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Winchester rather than in Winchester. We may find you even better rates, too.
How do I find the best Winchester hotel deals?
Simple! On Travelocity, look through the fantastic offers we’ve already found in Winchester then use our filters to find a great deal that’s perfect for you. Enter your travel dates, select the number of rooms you need, and we’ll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Winchester?
The cheapest hotel in Winchester is $91. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel’s location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Winchester?
There are 320 hotels in Winchester on Travelocity.
What are the best hotels in Winchester?
Winchester has so many great hotels to choose from at Travelocity — and it’s so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Winchester for you!
When is the best time to visit Winchester?
If you want the joy of a fun-filled trip in peak season, visit Winchester during . If you’d prefer the peace of off-season, book a stay during quieter months, such as .
When is the cheapest time to stay in Winchester?
Based on historic data is usually the cheapest month to visit Winchester. However, we have incredible deals all year round, so we’re confident you’ll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Winchester?
There are multiple hotels in Winchester that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We’ve got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Winchester. We have plenty of kid-friendly hotels in Winchester to choose from on Travelocity!
Why book a hotel in Winchester through Travelocity?
Because we have the top hotels in Winchester! We want to help you travel more and worry less. That’s why we’ve put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you’re getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Winchester on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Winchester hotel reviews by fellow wanderers

  • Days Inn by Wyndham Keene NH

    Days Inn by Wyndham Keene NH

    5 out of 5
    Posted 3 days ago
    Travelocity Verified Review
    "Very happy with the room. Breakfast was very good. Only thing that was disturbing was when we got back to the hotel around 10 pm, there was a man leaning against the building smoking. He didn't approach us but i got a weird feeling about him. He had like a club or something with him and he didn't appear to be a guest. This would not prevent me from staying there again."
    A verified traveler stayed at Days Inn by Wyndham Keene NH
    Days Inn by Wyndham Keene NH

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