Winchester Hotels from S$87
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26 Aug - 27 AugTomorrow
27 Aug - 28 AugThis weekend
28 Aug - 30 AugNext weekend
4 Sept - 6 SeptOur top choices for Winchester hotels
1. Centennial House
Centennial HouseNorthfield
Amy
S$224
includes taxes & fees
27 Aug - 28 Aug
2. Windmill Motel Restaurant
Windmill Motel RestaurantBernardston
Dan
S$172
includes taxes & fees
28 Aug - 29 Aug
3. Keene Elm City Hotel, an Ascend Collection Hotel
Keene Elm City Hotel, an Ascend Collection HotelKeene
Ingrid
S$185
includes taxes & fees
8 Sept - 9 Sept
4. Best Western Plus Keene Hotel
Best Western Plus Keene HotelKeene
Julia
S$205
includes taxes & fees
27 Aug - 28 Aug
5. Comfort Inn & Suites Brattleboro I-91
Comfort Inn & Suites Brattleboro I-91Brattleboro
Morgan
S$165
includes taxes & fees
6 Sept - 7 Sept
6. Hampton Inn Brattleboro
Hampton Inn BrattleboroBrattleboro
Timothy
S$158
includes taxes & fees
8 Sept - 9 Sept
7. Latchis Hotel
Latchis HotelBrattleboro
Stark
S$153
includes taxes & fees
27 Aug - 28 Aug
8. Hampton Inn & Suites Keene
Hampton Inn & Suites KeeneKeene
Christopher
S$208
includes taxes & fees
2 Sept - 3 Sept
9. The Inn At Crumpin Fox
The Inn At Crumpin FoxBernardston
Christopher
S$230
includes taxes & fees
30 Aug - 31 Aug
10. Vikings Villages Resort
Vikings Villages ResortGuilford
Juli
S$222
includes taxes & fees
21 Sept - 22 Sept
11. Days Inn by Wyndham Keene NH
Days Inn by Wyndham Keene NHKeene
Michael
S$133
includes taxes & fees
16 Sept - 17 Sept
12. Colonial Motel
Colonial MotelBrattleboro
James
S$115
includes taxes & fees
27 Aug - 28 Aug
13. The Covered Bridge Inn
The Covered Bridge InnBrattleboro
VINCENT JOEL
S$97
includes taxes & fees
7 Sept - 8 Sept
14. Riverside Hotel, an Ascend Collection Hotel
Riverside Hotel, an Ascend Collection HotelWest Chesterfield
Pauline
S$222
includes taxes & fees
21 Sept - 22 Sept
15. Black Mountain Inn
Black Mountain InnBrattleboro
Robert
S$166
includes taxes & fees
31 Aug - 1 Sept
16. Holiday Inn Express Hotel & Suites Brattleboro by IHG
Holiday Inn Express Hotel & Suites Brattleboro by IHGBrattleboro
Marnie
S$241
includes taxes & fees
6 Sept - 7 Sept
17. The Burrell House
The Burrell HouseKeene
Justin
S$178
includes taxes & fees
1 Sept - 2 Sept
18. The Carriage Barn Inn
The Carriage Barn InnKeene
Jonathan
S$191
includes taxes & fees
30 Aug - 31 Aug
19. Fairfield Inn & Suites by Marriott Keene Downtown
Fairfield Inn & Suites by Marriott Keene DowntownKeene
James
S$247
includes taxes & fees
2 Sept - 3 Sept
20. Travelodge by Wyndham Brattleboro VT
Travelodge by Wyndham Brattleboro VTBrattleboro
Jessica
S$87
includes taxes & fees
27 Aug - 28 Aug
Stay near popular Winchester attractions
Winchester Speedpark
Winchester Speedpark thrills with professionally designed motocross tracks featuring challenging jumps and turns. Experience heart-pounding night races or watch competitors tackle the New England racing circuit.
Cass Pond
This serene 54-acre pond in Richmond offers peaceful fishing for bass, pickerel, and perch. Bring your own gear and a valid New Hampshire fishing licence to fully enjoy this tranquil natural retreat.
New England Sweetwater Farm & Distillery
This rustic distillery crafts award-winning spirits using locally sourced ingredients. Sample their unique vodkas and whiskies while learning about the distillation process in a warm space adorned with reclaimed wood.
Barden State Wildlife Management Area
This serene wildlife reserve in New Hampshire offers undisturbed natural landscapes for wildlife observation. Bring binoculars for spotting native species while exploring the peaceful trails during spring through fall.
Richmond Wildlife Manangement Area
This protected wilderness features diverse New Hampshire ecosystems across forests, wetlands, and meadows. Explore marked trails for wildlife viewing, especially during spring migration or autumn's foliage display.
Loring Field
Explore the great outdoors at Loring Field, a lovely green space in Winchester. While you're in the area, stroll along the lakeside.
Bennett Gorge
This secluded woodland trail winds alongside a brook to the remnants of an historic mill. Explore Richmond's industrial past while enjoying the tranquil sounds of flowing water and forest solitude.
Conant Public Library
This historic 1892 library houses Winchester's heritage collection, including one of New England's earliest pipe organs. Browse artefacts or research local history with help from knowledgeable staff.
Learn more about Winchester
Hike the scenic trails of Pisgah State Park where rangers know which routes offer the best wildlife viewing. Explore the historic city centre district with its charming 19th-century architecture and local shops selling New Hampshire maple products.
See all hotels in Winchester
Top Winchester Hotel Reviews
Best Western Plus Keene Hotel
8/10 Good
"Clean room breakfast was good"
Keene Elm City Hotel, an Ascend Collection Hotel
10/10 Excellent
"It was good!"
The Inn At Crumpin Fox
10/10 Excellent
"Loved this place! Coffee and fruit available in the common room super early (4:30am)! Very nice staff! Will stay here again for sure."
Latchis Hotel
8/10 Good
"The room was very clean and the staff was amazing but the proximity of the hotel makes it hard to sleep in the morning. Itโs at a very busy intersection, and the train comes through and blasts its horn early in the morning.It is a great place to stay, but if you want to sleep in, itโs not the right place for you."
Hampton Inn & Suites Greenfield
8/10 Good
"Basic room. Felt a little dated. Breakfast was amazing."
Windmill Motel Restaurant
10/10 Excellent
"Beautifully restored. Modern electronics, including security."
Colonial Motel
8/10 Good
"X"
The Putney Inn
8/10 Good
"I would recommend the Putney inn"
Fairfield Inn & Suites by Marriott Keene Downtown
10/10 Excellent
"Right in the middle of town. Very comfortable. Nice breakfast in the morning. Liked the candy in the lobby."
More cheap stays in Winchester
Days Inn by Wyndham Keene NH
3 Ash Brook Road Keene NH
S$133
16 Sept - 17 Sept
includes taxes & fees
7/10 Good! (1,006 reviews)
Latchis Hotel
50 Main Street Brattleboro VT
S$153
27 Aug - 28 Aug
includes taxes & fees
8.6/10 Excellent! (965 reviews)
Hampton Inn Brattleboro
1378 Putney Road Brattleboro VT
S$158
8 Sept - 9 Sept
includes taxes & fees
8.2/10 Very good! (1,000 reviews)
Comfort Inn & Suites Brattleboro I-91
1186 Putney Road Brattleboro VT
S$165
6 Sept - 7 Sept
includes taxes & fees
8.6/10 Excellent! (849 reviews)
Keene Elm City Hotel, an Ascend Collection Hotel
175 Key Rd Keene NH
S$185
8 Sept - 9 Sept
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
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