Luxury Bed and Breakfast Accommodations – Wolfeboro, NH | The Pickering House Inn

Guest Rooms

Accommodations in historic properties are often filled with charm but sacrifice some modern comforts. Not at Pickering House Inn. Our two-year renovation ensures that we offer both — a luxury experience in a lovely historic property.

Our ten spacious guest rooms each have distinct personalities, unique décor and surprising touches. All rooms feature upscale amenities such as luxurious bathrooms, top-of-the-line mattresses and linens, and individually controlled heat and AC. Although bustling Lake Winnipesaukee and downtown Wolfeboro are right outside the Inn’s front door, the extra steps we took throughout our renovation ensure that each guest room is a quiet haven.

The Pickering House experience includes a daily gourmet breakfast in Pickering’s Kitchen and light snacks, fresh fruit and infused water at refreshment stations located throughout the Inn. We go well beyond a traditional bed and breakfast-style experience to include add-on options such as wine, beer or sipping spirits; priority dinner reservations at PAVILION*; frequent dinners in Pickering’s Kitchen (our gathering kitchen) or The Barn at Pickering House; and special events such as guest chef dinners, wine and spirit tastings, art workshops and more. Be sure to check out our events calendar for details.

*Please note: If you are making your room reservation within two weeks of your stay, we cannot guarantee dining availability at PAVILION.

Room Features:

Hair dryer and personal amenity kits
Free WiFi
Flat Screen Smart TV
Luxury bath with heated tile floors, electronic shower controls and hardwired make-up mirrors
Complimentary gourmet breakfast
Complimentary concierge services/adventure assistance
Daily housekeeping

View Additional Guest Room and Inn Photos


Guest Room 1

1813 Homestead| Second FloorKing| Max Occupancy: 2

The original woodwork gives this spacious guest room wonderful historic character, but with all the luxuries of today. Located in the front part of the original homestead, this guest room is a quiet oasis thanks to state-of-the-art soundproofing. Large windows offer a beautiful view toward downtown Wolfeboro, while shutters and electronic blinds provide complete privacy when you want to sleep in. The over-sized bathroom features a handy double sink vanity and luxurious rain head shower. 

Check Availability

Guest Room 2

1813 Homestead|  Second FloorKingMax Occupancy: 2

If you love lots of windows, this spacious guest room is sure to be a favorite. It offers spectacular views of Brewster Academy’s fields and beautiful light throughout the day, yet shutters and electronic shades provide privacy when you want to snuggle in. State-of-the-art soundproofing wraps this guest room in quiet even when things are hopping outside. The original woodwork from 1813 adds old-world flair, while the over-sized bathroom offers modern amenities such as a double sink vanity, private toilet area and large, tiled shower.

Check Availability

Guest Room 3

1813 Homestead|  Second Floor| QueenMax Occupancy: 2

A gas fireplace clad in rustic wood and a cozy reading alcove give this queen room the ambiance of a lakeside cottage. The spacious bathroom features white v-groove wood and a crisp white vanity with double sinks. Over-sized windows on both sides of the room offer great views of Wolfeboro’s restored historic Town Hall and Brewster Field.

Check Availability

Guest Room 4 | Brewster Suite

1813 Homestead|  Third Floor| Multiple Beds| Max Occupancy: 3

This spacious suite is the perfect choice for parents touring Brewster Academy with older children. It spans the entire third floor in the original, 1813 part of the Inn. Cathedral ceilings, planked walls and eclectic furnishings make the suite feel like an airy, upscale cottage. Catch a glimpse of the mountains through two skylights ideally positioned over the king-sized bed. The main sleeping area also features an open view gas stove and additional seating, while a cozy nook is the perfect hideaway with a day bed and custom bookshelves. The bath features custom vanities and a ¾ glass shower.

Check Availability

Guest Room 5

Mid 1800’s| Ell First Floor| Queen| Max Occupancy: 2

As our only guest room on the first floor, Room 5 is ideal if you want to be close to the Gathering Kitchen, Library and other first floor common spaces – or if you want the easy accessibility of first floor space. Tucked away in a private area overlooking the rear gardens, this room features a queen-sized bed, corner fireplace, a spacious bathroom with a corner shower and custom vanity that easily accommodates guests with mobility issues. Cuddle up in front of the corner fireplace before or after venturing out when the weather is crisp.

Check Availability

Guest Room 6

Mid 1800’s| Ell Second Floor| Multiple Beds| Max Occupancy: 2

This room is an ideal choice if you need flexible sleeping accommodations. Our staff will prepare your room as a king-sized bed or as two twins. Guest Room 6 overlooks the rear gardens and offers a glimpse of the downtown area. It features a stunning rustic wood headboard, complemented by a spacious bathroom with an over-sized shower and additional storage.

Check Availability

Guest Room 7

Mid 1800’s| Ell Second Floor| King| Max Occupancy: 2

This guest room is designed for comfort with a lovely corner gas fireplace, double sinks and a top-of-the-line king bed. Ample seating provides plenty of room for reading and the large windows capture glimpses of distant mountain views on clear days!

Check Availability

Guest Room 8

Mid 1800’s| Ell Second Floor| King| Max Occupancy: 2

If you love color, this is the guest room for you! It features a dramatic red king-sized bed, a colorful upholstered chair, and a cheery yellow bathroom with crisp white paneling. A beautiful view across the Brewster Academy fields to the lake and mountains beyond completes the feel of a sunny retreat.

Check Availability

Guest Room 9

Mid 1800’s| Ell Third Floor| King| Max Occupancy: 2

Located up a private staircase shared with The Pickering Suite, Room 9 is bright and full of light. A unique headboard made from original antique doors from Pickering House, cathedral ceilings, an open-faced gas stove, and a spacious bath make this guest room a very special retreat. This lovely room may be booked on its own or in conjunction with The Pickering Suite. When booked with the suite, the entire third floor of the mid-1800’s ell portion of the property will become your private getaway.

Check Availability

The Pickering Suite

Mid 1800’s| Ell Third Floor| King| Max Occupancy: 2

The distinctive windows in the gabled dormers at the front of the Pickering House property have long captured the attention of passers-by. Now you can enjoy the view from the other side of the glass! Pickering Suite’s sitting area offers views through the wonderful windows, but that is just the beginning of its special features. A corner fireplace with a flat screen TV above, cathedral ceilings and a full, walk-in closet make this an ideal spot for brides and special event guests requiring a bit more space. Pickering Suite shares a staircase with Guest Room 9 and the rooms may be booked together for the ultimate private haven.

Check Availability