Raymond Vacations
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Raymond Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Inn on Arsenal
$786
per person
Nov 2 - Nov 8
found 6 hours ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Boston (BOS)
Stay at this hotel in Watertown. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby.
Bricco Suites
North End
$1,563
per person
Nov 9 - Nov 16
found 6 hours ago
Roundtrip flight included
Milwaukee (MKE) to Boston (BOS)
Stay at this hotel in Boston. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Popular attractions Faneuil Hall Marketplace and Boston Harbor are located nearby.
Would not stay here again. There is no elevator, we were on the 3rd floor dragging bags upstairs. Noisy late from the restaurant downstairs, and early from trash/deliveries/etc. Location is great, in the heart of Little Italy. Overpriced.
Reviewed on Sep 24, 2026
SpringHill Suites by Marriott Boston Peabody
$904
per person
Nov 2 - Nov 8
found 6 hours ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Boston (BOS)
Book a stay at this business-friendly hotel in Peabody. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Salem Witch Museum and Salem Common are located nearby.
The Revolution Hotel
South End
$1,298
per person
Nov 9 - Nov 16
found 6 hours ago
Roundtrip flight included
Milwaukee (MKE) to Boston (BOS)
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Front desk was helpful and the hotel was in a great location, nice
neighborhood for walking and subway. Coffee bar was out of order several mornings which set tourists in search of morning coffee.
Reviewed on Sep 25, 2026
Arcadian Hotel
Coolidge Corner
$1,260
per person
Nov 9 - Nov 16
found 6 hours ago
Roundtrip flight included
Milwaukee (MKE) to Boston (BOS)
Stay at this hotel in Brookline. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Fenway Park and Harvard Square are located nearby.
Studio Allston Hotel
Brighton
$1,201
per person
Nov 9 - Nov 16
found 6 hours ago
Roundtrip flight included
Milwaukee (MKE) to Boston (BOS)
Book a stay at this business-friendly hotel in Boston. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby.
Top Hotel Deals
Lamie's Inn and The Old Salt Restaurant
490 Lafayette Rd Hampton NH
Book a stay at this business-friendly inn in Hampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the restaurant and the helpful staff ...
Quality Inn Portsmouth
1190 Lafayette Road Portsmouth NH
Stay at this hotel in Portsmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Comfort Inn Manchester Airport
298 Queen City Ave Manchester NH
Book a stay at this business-friendly hotel in Manchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Park View Inn - Salem
109 S Broadway Salem NH
Stay at this motel in Salem. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Methuen Inn and Conference Center
159 Pelham Street Methuen MA
Stay at this hotel in Methuen. Enjoy free WiFi, free parking, and room service. Popular attractions Canobie Lake Park and Methuen Memorial Music Hall are located ...
DoubleTree by Hilton Manchester Downtown
700 Elm St. Manchester NH
Stay at this hotel in Manchester. Enjoy breakfast (surcharge), room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in ...
Best Western Plus Executive Court Inn & Conference Center
13500 S Willow St Manchester NH
Book a stay at this business-friendly hotel in Manchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hampton Inn Portsmouth Central
131 DOW AVENUE Portsmouth NH
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
La Quinta Inn & Suites by Wyndham Salem NH
8 Keewaydin Dr Salem NH
Book a stay at this business-friendly hotel in Salem. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy
76 Mountain Rd Epsom NH
Stay at this cabin in Epsom. Enjoy free parking, patios, and climate control. Popular attractions James Park and Epsom Public Library are located nearby.
Exeter Inn
90 Front St Exeter NH
Book a stay at this business-friendly hotel in Exeter. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff and the clean rooms ...
Port Inn and Suites Portsmouth, an Ascend Collection Hotel
505 US Highway 1 Bypass Portsmouth NH
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful ...
Hampton Motor Inn
869 Lafayette Rd Hampton NH
Stay at this motel in Hampton. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Mainsail Inn & Cottages
40 Ashworth Ave Hampton NH
Stay at this motel in Hampton. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Hampton Beach and Hampton Beach Casino are located ...
Econo Lodge Manchester
75 W Hancock Street Manchester NH
Stay at this hotel in Manchester. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Northeast Delta Dental Stadium and Southern New Hampshire ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Sat, Nov 7 - Sat, Nov 14
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$117
Roundtrip
found 3 days ago
Sat, Oct 24 - Sat, Oct 31
DCA
Ronald Reagan Washington National
MHT
Manchester-Boston Regional
$171
Roundtrip
found 5 hours ago
Tue, Oct 20 - Wed, Oct 28
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$309
Roundtrip
found 2 days ago
Tue, Oct 20 - Wed, Oct 28
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$309
Roundtrip
found 2 days ago
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