Book Hotels in Winchester, NH

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Top Winchester hotels

Vikings Villages Resort

Vikings Villages Resort

2 out of 5
360 Viking Village Drive Guilford VT
$142 nightly
The price is $155 total per night from Feb 23 to Feb 24
$155 total
Feb 23 - Feb 24
Total with taxes and fees
A rooftop terrace is featured at this hotel, along with free self parking. WiFi in public areas is free. A garden, a lobby fireplace, and a picnic area are also ...
Such a fun place! Loved the attention to detail, hosts were kind and helpful. We will be back!

Reviewed on Feb 20, 2026

Opens in a new windowVikings Villages Resort
The Colonial Hotel

The Colonial Hotel

3 out of 5
625 Betty Spring Road Gardner MA
Fully refundableReserve now, pay when you stay
$160 nightly
The price is $179 total per night from Feb 23 to Feb 24
$179 total
Feb 23 - Feb 24
Total with taxes and fees
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. ...
Room was clean, bed was nice

Reviewed on Feb 16, 2026

Opens in a new windowThe Colonial Hotel
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

2.5 out of 5
1186 Putney Road Brattleboro VT
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $130 total per night from Mar 4 to Mar 5
$130 total
Mar 4 - Mar 5
Total with taxes and fees
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests ...
The room was very comfortable and clean. The staff ( front end clerk) was extremely friendly.

Reviewed on Feb 12, 2026

Opens in a new windowComfort Inn & Suites Brattleboro I-91
The Putney Inn

The Putney Inn

2.5 out of 5
57 Putney Landing Rd Putney VT
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $103 total per night from Mar 3 to Mar 4
$103 total
Mar 3 - Mar 4
Total with taxes and fees
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 ...
We had a very reasonable rate, and were not expecting much, to be honest. The breakfast was okay…the normal waffle maker. Breads from Walmart. The room was very clean. There had been updates. The only thing that bothered us—and another couple—was that there was a cigarette hole in the bedspread and ...

Reviewed on Feb 17, 2026

Opens in a new windowThe Putney Inn
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road Brattleboro VT
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $125 total per night from Mar 1 to Mar 2
$125 total
Mar 1 - Mar 2
Total with taxes and fees
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 hot ...
The hotel staff was great! Everyone was so helpful!

Reviewed on Feb 16, 2026

Opens in a new windowHampton Inn Brattleboro
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

3 out of 5
401 Winchester St Keene NH
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $121 total per night from Feb 23 to Feb 24
$121 total
Feb 23 - Feb 24
Total with taxes and fees
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. ...
Great

Reviewed on Feb 18, 2026

Opens in a new windowBest Western Plus Keene Hotel
The Covered Bridge Inn

The Covered Bridge Inn

2.5 out of 5
1043 Putney Road Brattleboro VT
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $78 total per night from Feb 23 to Feb 24
$78 total
Feb 23 - Feb 24
Total with taxes and fees
Free WiFi in public areas is available at this hotel. Take advantage of the free self parking.
Great value for price. Clean and comfortable. Good towels and quick hot water. Close to I-91 exit.

Reviewed on Feb 12, 2026

Opens in a new windowThe Covered Bridge Inn
Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

2 out of 5
3 Ash Brook Road Keene NH
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $88 total per night from Feb 24 to Feb 25
$88 total
Feb 24 - Feb 25
Total with taxes and fees
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 ...
Checkin was quick. I like the pre-check in process.

Reviewed on Dec 25, 2025

Opens in a new windowDays Inn by Wyndham Keene NH
Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd Brattleboro VT
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $110 total per night from Feb 23 to Feb 24
$110 total
Feb 23 - Feb 24
Total with taxes and fees
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. ...
Clean room and friendly staff

Reviewed on Feb 16, 2026

Opens in a new windowColonial Motel And Spa
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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.

Frequently asked questions

What are the top kid-friendly hotels in Winchester?
From carefully considered amenities to extra room, kid-friendly hotels are equipped with features that can help turn a great family vacation into a fabulous one. These Winchester properties make vacationing with little ones a piece of cake: You have found a clean and bright home on the water. will help make your vacation the best one yet. It features plenty of conveniences geared toward families, such as a playground and a nearby beach. Otherwise, spend your evenings in Winchester at Magical Lakefront Home on Forest Lake. Make the most of a firepit, pet-friendly facilities and more here.
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 $78. 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 465 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 June, July and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as October, November and December.
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

Vikings Villages Resort

Vikings Villages Resort

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Such a fun place! Loved the attention to detail, hosts were kind and helpful. We will be back!"
A verified traveler stayed at Vikings Villages Resort
Vikings Villages Resort

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