Brewster Beach Vacation Deals: Brewster Beach, Wolfeboro Vacations

Brewster Beach vacation package deals

Price found within the past 48 hours. Click for updated prices.

The McKernan Inn

$576

per person

Nov 19 - Nov 23

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Portland (PWM)

This inn features free WiFi in public areas, concierge services, and free self parking. Enjoy the free continental breakfast each morning. A garden, a picnic area, and luggage storage are also on offer.

The Docent's Collection

Downtown Portland

Save 100% on your flight

$900

per person

Oct 25 - Oct 31

found 19 hours ago

Roundtrip flight included

Chicago (ORD) to Portland (PWM)

This hotel features free WiFi in public areas, a virtual front desk, and self parking. Express check-out and dry cleaning are also provided.

Canopy by Hilton Portland Waterfront

Downtown Portland

Save 100% on your flight

$980

per person

Oct 25 - Oct 31

found 20 hours ago

Roundtrip flight included

Chicago (ORD) to Portland (PWM)

This hotel features 2 restaurants and a 24-hour gym. WiFi in public areas is free. Valet parking, a lobby fireplace, and a communal living room are also offered.

Homewood Suites by Hilton Portland

$691

per person

Oct 25 - Oct 31

found 20 hours ago

Roundtrip flight included

Chicago (ORD) to Portland (PWM)

This hotel features an indoor pool, a 24-hour gym, and a restaurant. Enjoy the hot tub and free perks like continental breakfast and free self parking. A 24-hour business center, free WiFi in public areas, and a free grocery shopping service are also on offer.

Hampton Inn & Suites Portland West

Nasons Corner

$690

per person

Oct 25 - Oct 31

found 20 hours ago

Roundtrip flight included

Chicago (ORD) to Portland (PWM)

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. Guests will appreciate freebies like buffet breakfast and free self parking.

DoubleTree by Hilton Hotel Portland

$645

per person

Oct 25 - Oct 31

found 20 hours ago

Roundtrip flight included

Chicago (ORD) to Portland (PWM)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and perks like free self parking and a free airport shuttle. A business center, a coffee shop, and free WiFi in public areas are also on offer.

Frequently asked questions

How much are vacation packages to Brewster Beach?

Check out Travelocity's incredible $576 Brewster Beach package deal. With the cash you save on your flights and hotel, you'll be able to indulge in some unforgettable local experiences. Watch out Brewster Beach, here you come!

Where can I get the best vacation package deals for Brewster Beach?

Snapping up the perfect package deal to Brewster Beach couldn't be easier with Travelocity. With access to 400 partner airlines and 1,000,000 worldwide properties, the choice is yours when picking your flights and hotels.

Why should I book my Brewster Beach vacation bundle via Travelocity?

From our 24/7 support to our range of enticing destinations, we're dedicated to giving you the most unforgettable escape. All you have to do is to click and book — our Price Match Guarantee will ensure you lock in the cheapest price.

Top Brewster Beach hotel deals

The Windrifter Resort

337 South Main Street, Wolfeboro, NH

$125 nightly

$136 total

Sep 25 - Sep 26

Total with taxes and fees

This hotel features an indoor pool and a gym. Families will appreciate the playground and barbecue grills. Enjoy the outdoor tennis court and perks like free self parking and free WiFi.

Pool

Parking included

The Wolfeboro Inn

90 N Main St, Wolfeboro, NH

$189 nightly

$205 total

Oct 19 - Oct 20

Total with taxes and fees

This hotel features a coffee shop, wedding services, and free self parking. WiFi in public areas is free. A business center, a garden, and a library are also on offer.

On private beach

Pet friendly

Pickering House

116 S Main St, Wolfeboro, NH

This hotel features free WiFi in public areas, concierge services, and free self parking. Enjoy the free continental breakfast each morning. A 24-hour business center, a garden, and a lobby fireplace are also on offer.

Breakfast included

Parking included

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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.